Tag: M.W=100-200

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 54608-52-5, name is 2-Hydrazinopyrazine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C4H6N4

General procedure: 2.5. General preparation of dregamine andtabernaemontanine derivatives 3-12Dregamine/tabernaemontanine (1/2) (1 equiv.) was dissolved in MeOH (3 mL) with the suitablehydrazine/hydroxylamine (3 equiv.) and a catalytic amount of acetic acid. Themixture was stirred under reflux for 2-24 h. The reaction mixture was extractedwith EtOAc (3 x 50 mL). The organic layers were combined and dried (Na2SO4).The solvent was removed under vacuum at 40 C and the obtained residue waspurified by column chromatography 2.5.6. Tabernaemontanine pyrazine-2-ylhydrazone(8) Obtained from reaction of the compound 2 with 2-hydrazinopyrazine(Sigma-Aldrich Chemie GmbH, Riedstrasse D-89555, Steinhelm, Germany; 3 equiv).The mixture was left under reflux for 24 h. The residue was purified by flashcolumn chromatography (silica gel CH2Cl2/MeOH 1:0 to93:7) to afford 10 mg (0.022 mol, yield 36 %) of an amorphous orange powder. IR(NaCl) vmax 3526,1730, 1656 cm-1.1H NMR (400 MHz, MeOD) delta 9.15 (1H, s, H-3?), 8.67 (1H, bs, H-6?),8.51 (1H, bs, H-5?), 8.16 (1H, d, J = 8.0 Hz, H-9), 8.03 (1H, bs, N-H), 7.93 (1H, d, J = 8.0Hz, H-12), 7.80 (1H, t, J = 7.8 Hz, H-11), 7.66 (1H, t, J = 7.6Hz, H-10), 4.55 (1H, td, J = 8.0, 3.0 Hz, H-5), 3.84 (2H, m, H-6), 3.60(3H, m, H-14, H-15), 3.50 (2H, m, H-16, H-21a), 3.21 (3H, s, -COOMe),3.11 (3H, s, N-Me), 2.33 (2H, m, H-19), 2.19 (1H, m, H-21b), 2.10 (1H, m,H-20), 1.62 (3H, t, J = 7.3 Hz, H-18) ppm; 13C NMR (101 MHz,MeOD) delta 173.2 (-COOMe), 155.5 (C-3), 153.9 (C-2?), 142.7 (C-6?), 141.8(C-5?), 138.0 (C-13), 134.3 (C-3?), 131.0 (C-8), 124.6 (C-11), 119.9 (C-10),119.7 (C-9), 115.2 (C-7), 111.7 (C-12), 59.3 (C-5), 50.9 (-COOMe), 46.8(C-21), 43.6 (N-Me), 43.0 (C-20), 42.9 (C-16), 34.0 (C-15), 32.2 (C-14), 26.5(C-19), 19.4 (C-6), 13.1 (C-18) ppm. HRMS-ESI-TOF m/z calcd C25H30N6O2[M+H] + 447.2430, found 447.2510.

According to the analysis of related databases, 54608-52-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Paterna, Angela; Borralho, Pedro M.; Gomes, Sofia E.; Mulhovo, Silva; Rodrigues, Cecilia M.P.; Ferreira, Maria-Jose U.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 17; (2015); p. 3556 – 3559;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 6164-79-0, name is Methyl 2-pyrazinecarboxylate, molecular formula is C6H6N2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Formula: C6H6N2O2

Methyl pyrazine-2-carboxylate (0.5g; 3.6mmol) was dissolved in THF (5mL), and 98% hydrazine (0.53mL; 11mmol) was added. The mixture was refluxed for 3h and cooled to rt. The resulting solid was filtered off, washed with THF and dried over P2O5 to give 0.28g (56%) of a white solid. Rf=0.53 (CHCl3/MeOH 10:1). mp 166-169C (lit. 167-169C) [64]. 1H NMR (300MHz, DMSO): delta 10.11 (s, 1H, NH), 9.12 (s, 1H, Ar), 8.82 (d, J=2.4Hz, 1H, Ar), 8.68 (d, J=2.4Hz, 1H, Ar), 4.65 (s, 2H, NH2). 13C NMR (75MHz, DMSO): delta 161.7, 147.4, 145.1, 143.7, 143.4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6164-79-0, its application will become more common.

Reference:
Article; Hru?kova, Kate?ina; Pot??kova, Eli?ka; Hergeselova, Tereza; Liptakova, Lucie; Ha?kova, Pavlina; Mingas, Panagiotis; Kova?ikova, Petra; ?im?nek, Toma?; Vavrova, Kate?ina; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 97 – 110;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 19745-07-4, name is 2,5-Dichloropyrazine, belongs to Pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 19745-07-4, Quality Control of 2,5-Dichloropyrazine

analogously to Synthesis Example 13, Step 1, starting with 2,5-dichloropyrazine: HPLC-MS: (m/z): 196.1 (M+H)+. 1-(6-Fluoropyrazin-2-yl)-1H-pyrazole-3-amine:

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2,5-Dichloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER CROPSCIENCE AG; Heilmann, Eike Kevin; Greul, Joerg; Trautwein, Axel; Schwarz, Hans-Georg; Adelt, Isabelle; Andree, Roland; Luemmen, Peter; Hink, Maike; Adamczewski, Martin; Drewes, Mark; Becker, Angela; Voerste, Arnd; Goergens, Ulrich; Ilg, Kerstin; Jansen, Johannes-Rudolf; Portz, Daniela; US2015/239847; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 875781-43-4, name is 2-Bromo-5H-pyrrolo[2,3-b]pyrazine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 875781-43-4

Step 1. (2-Bromo-5H-pyrrolo[2,3-b]pyrazine-5,7-diyl)dimethanol. To a stirred solution of 2-bromo-5H-pyrrolo[2,3-b]pyrazine (116.5 g, 589 mmol) in dioxane (1.75 L) was added dropwise aqueous NaOH (590 mL, 1175 mmol, 2 M) at room temperature, then formaldehyde (481 mL, 5884 mmol, 37% aqueous solution) was added to the mixture at room temperature. After that, the resulting mixture was stirred at room temperature for 18 hours. TLC (petroleum ether/EtOAc, 2:1) showed starting material was consumed completely. The three batches were combined for workup together. The reaction mixture was evaporated to remove most of solvent. The residue was neutralized with 2 M HCl and extracted with EtOAc (1 L¡Á3), the combined organic layers were washed water (1 mL) and brine (1 mL), dried over Na2SO4 and concentrated to dryness, which was triturated with MTBE to give (2-bromo-5H-pyrrolo[2,3-b]pyrazine-5,7-diyl)dimethanol (450 g, 95.5%) as a yellow solid.

The synthetic route of 2-Bromo-5H-pyrrolo[2,3-b]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Thorarensen, Atli; Brown, Matthew Frank; Casimiro-Garcia, Agustin; Che, Ye; Coe, Jotham Wadsworth; Flanagan, Mark Edward; Gilbert, Adam Matthew; Hayward, Matthew Merrill; Langille, Jonathan David; Montgomery, Justin Ian; Telliez, Jean-Baptiste; Unwalla, Rayomand Jal; US2015/158864; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1209459-10-8, name is 2-Bromo-5-fluoropyrazine, belongs to Pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1209459-10-8, COA of Formula: C4H2BrFN2

(R)-N-(6-(1-(1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-1H-tetrazol-5-yl)pyridin-2-yl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-7-carboxamide (97 mg, 0.185 mmol), 2-bromo-5-fluoropyrazine (49.2 mg, 0.278 mmol), RuPhos (17.29 mg, 0.037 mmol), Pd(dba)2 (10.65 mg, 0.019 mmol) and Cs2CO3 (121 mg, 0.370 mmol) were combined in a vial. Toluene (0.842 ml) was added and the mixture was evacuated and back-filled with N2 three times. Heated under N2 at 80 C. overnight. The reaction was filtered through celite, rinsing with EtOAc. The filtrate was concentrated to give an orange gum. The crude sample was treated with conc. HCl/MeOH (1:10, 3 mL) at rt until the TBS group was cleaved. After concentration, the crude sample was purified by preparative HPLC (10% ACN/water to 90% ACN/water in ?40 min with 0.1% FA buffer) to give (R)-2-(5-fluoropyrazine-2-yl)-N-(6-(1-(1-hydroxypropan-2-yl)-1H-tetrazol-5-yl)pyridin-2-yl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-7-carboxamide (6 mg, 0.012 mmol, 6% yield).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Bromo-5-fluoropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Enanta Pharmaceuticals, Inc.; Granger, Brett; Wang, Guoqiang; Shen, Ruichao; He, Jing; He, Yong; Xing, Xuechao; Ma, Jun; Long, Jiang; Wang, Bin; Or, Yat Sun; (121 pag.)US2020/157095; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 77112-53-9, name is Imidazo[1,2-a]pyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., Safety of Imidazo[1,2-a]pyrazine-2-carboxylic acid

General procedure: Imidazo[1,2-a]pyrazine-2-carboxylic acid (5) (1.0 equiv.) Mukaiyama?s reagent and 2-chloro-1-methylpyridinium iodide (1.2 equiv.) were suspended in DMF (5.0 mL) under nitrogen atmosphere. Into the reaction mixture, aliphatic/aromatic amines (6a-l) (1.0 equiv.) and 1-methylimidazole (2.0 equiv.) were added. A homogeneous solution was formed after a gentle stirring. The reaction mixture was sealed in a microwave glass reactor and then irradiated by microwave oven at a constant temperature of 80 C with continuous stirring (1 min ramp, 15 min reaction time). After the reaction was completed, the solvent was removed through a rotary evaporator and the resulting residue was extracted by a biphasic system of 45 mL diethyl ether and 45 mL water. After the layer separation, the ether layer was dried by anhydrous sodium sulphate, followed by an evaporation of ether to get compounds 7a-l (Scheme-I).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Jyothi, Boggavarapu; Madhavi, Nannapaneni; Asian Journal of Chemistry; vol. 32; 1; (2020); p. 84 – 90;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 875781-43-4 as follows. COA of Formula: C6H4BrN3

Method AStep 1(2-Bromo-7-hydroxymethyl-pyrrolo [2,3 -b]pyrazin-5 -yl)-methanolTo a partial suspension of 2-bromo-5H-pyrrolo[2,3-b]pyrazine (5.0 g, 25.2 mmol) in 1 ,4-dioxane (100 mL) was added 2.0 M aqueous NaOH (25 mL, 50.0 mmol) and 37% aqueous formaldehyde (19 mL, 252 mmol). The dark homogenous reaction mixture was stirred at room temperature overnight. The organics were evaporated under reduced pressure. The aqueous layer was neutralized with 1.0 M HC1 and extracted with EtOAc (2x). The combined organics were concentrated to afford 2.6 g of an orange solid. Upon standing, a thick brown precipitate formed in the aqueous layer. The precipitate was collected by filtration and dried. The brown solid was extracted with hot 10% MeOH/EtOAc (3 x 200 mL). The extracts were combined and evaporated to provide an additional 3.05 g of orange solid. Overall yield was 5.65 g (87%) of (2- bromo-7-hydroxymethyl-pyrrolo[2,3-b]pyrazin-5-yl)-methanol. 1H NMR (DMSO-d6, 400 MHz): delta (ppm) 8.43 (s, 1H), 7.96 (s, 1H), 6.71 (t, J=7.3 Hz, 1H), 5.59 (d, J=7.6 Hz, 2H), 5.10 (t, J=5.3 Hz, 1H), 4.66 (d, J=5.6 Hz, 2H).

According to the analysis of related databases, 875781-43-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Shaoqing; DE VICENTE FIDALGO, Javier; HAMILTON, Matthew Michael; HERMANN, Johannes Cornelius; KENNEDY-SMITH, Joshua; LI, Hongju; LOVEY, Allen John; LUCAS, Matthew C.; LUK, Kin-Chun Thomas; LYNCH, Stephen M.; O’YANG, Counde; PADILLA, Fernando; SCHOENFELD, Ryan Craig; SIDDURI, Achyutharao; SOTH, Michael; WANG, Ce; WOVKULICH, Peter Michael; ZHANG, Xiaohu; WO2013/30138; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 5521-58-4, name is 5-Methylpyrazin-2-amine, belongs to Pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 5521-58-4, Quality Control of 5-Methylpyrazin-2-amine

3-{[5-(Azetidin-1-ylcarbonyl)pyrazin-2-yl]oxy}-5-[(1S)-2-methoxy-1-methylethoxy]-benzoic acid (1.0 eq), (1.00 mol eq), 5-methylpyrazin-2-amine (1.12 mol eq) and 2-methyltetrahydrofuran (2.00 rel vols) were charged to a vessel and stirred at 20 C. N-methylmorpholine (5.00 mol eq) was added followed by a line-wash with 2-methyl-tetrahydrofuran (0.50 rel vols). A 50 wt % solution of 1-propanephosphonic acid cyclic anhydride (T3P) in 2-methyltetrahydrofuran (1.70 mol eq) was charged followed by a line wash with 2-methyltetrahydrofuran (0.50 rel vols). The resulting mixture was heated to 78 C. over 30 minutes and the clear yellow solution was held at 78 C. for roughly 22 hours, then checked for acceptable conversion. At the end of reaction the solution was further diluted with 2-methyltetrahydrofuran (7.00 rel vols) and the temperature was adjusted to 45 C. 5 wt % aq. sodium bicarbonate solution (6.00 rel vols) was slowly added over 30 mins to the stirring solution causing gas evolution. After 15 minutes stirring was turned off and the phases were allowed to separate over 30 minutes. The lower aqueous phase was drained off 20 wt % aq. phosphoric acid (3.30 rel vols) was charged to the stirring organic phase. After 15 minutes stirring the phases were allowed to separate and the lower aqueous phase was drained off again. A mixture of 20 wt % aq. phosphoric acid (1.50 rel vols) and water (1.50 rel vols) was charged to the stirring organic phase. After 15 minutes, stirring was turned off and the mixture held overnight for phase separation. The lower (aqueous) phase was drained off again. 5 Wt % aq. sodium bicarbonate (4.50 rel vols) was added over at least 10 mins to the stirring solution. After phase separation the lower (aqueous) phase was run off again. The resulting solution was dried by azeotropic distillation to a concentration of approximately 241 mg/g, collecting around 0.48 rel vols of the lower distillate phase. Heptane (1.60 rel vols) was added over 10 mins to the dry solution at above 50 C. before the batch was cooled to 40 C. The solution was seeded with 3-{[5-(azetidin-1-ylcarbonyl)pyrazin-2-yl]oxy}-5-[(1S)-2-methoxy-1-methylethoxy]-N-(5-methylpyrazin-2-yl)benzamide (Form 1 Seed, 0.0010 rel wt) before an overnight temperature program was applied: held at 40 C. for 2 hrs; cooled to 35 C. at 0.1 C./min (50 minutes); held for 2 hours; cooled to 30 C. at 0.1 C./min (50 minutes); held for 2 hours; cooled to 0 C. at 0.1 C./min (300 minutes); and held for at least 2 hours. After crystallisation overnight, further heptane (4.1 rel vols) was added over 2.0 hours to reduce losses to liquors to <4.0 mg/mL. The suspension was then filtered followed by a line rinse with a pre-mixed solution of heptane (2.10 rel vols) and 2-methyltetrahydrofuran (0.90 rel vols) and transferred to a filtration apparatus. The filter cake was dried to constant weight at 40 C. to furnish crude 3-{[5-(azetidin-1-ylcarbonyl)pyrazin-2-yl]oxy}-5-[(1S)-2-methoxy-1-methylethoxy]-N-(5-methylpyrazin-2-yl)benzamide in 86-89% as Form I. In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Methylpyrazin-2-amine, other downstream synthetic routes, hurry up and to see. Reference:
Patent; AstraZeneca AB; US2010/210841; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Computed Properties of C6H5ClN2O2

Diisobutylaluminum hydride (4.29 mL, 4.29 mmol) was added dropwise over 5 min to a solution of methyl 5-chloropyrazine-2-carboxylate (185 mg, 1.07 mmol) in tetrahydrofuran (10 mL) at -70 0C under an athmosphere of nitrogen. The reaction mixture was stirred at – 70 0C for 5 min and then allowed to reach ambient temperature and stirred over night. The reaction mixture was cooled on ice and approximately 2 mL of 1 M sodium hydroxide was added dropwise while stirring. The reaction mixuture was diluted with diethyl ether and stirred for 45 min at ambient temperature and then filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography using a gradient of ethyl acetate in heptane to yield 43 mg (28 %) of the title product; 1H NMR (400 MHz, DMSO- dbeta) delta ppm 8.72 (d, 1 H), 8.52 – 8.55 (m, 1 H), 5.71 (t, 1 H), 4.64 (d, 2 H);

The synthetic route of 33332-25-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2008/130320; (2008); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 873-42-7, name is 2-Amino-3,5-dichloropyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. name: 2-Amino-3,5-dichloropyrazine

STEP4 Preparation of 6,8-dichloro-3-((3aR,4S,6aS)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)imidazo[1,2-a]pyrazine COCl2 (2.13 ml, 4.27 mmol) was added dropwise over 15 min to a solution of dimethylsulfoxide (0.39 g, 4.98 mmol) in DCM (30 mL) cooled with a dry ice-acetone bath. To this solution was added a solution of (S)-2-chloro-2-((3aR,4R,6aS)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)ethanol (0.85 g, 3.56 mmol) over 5 min. The mixture was further stirred at -78 C. for 45 min. TEA (0.26 ml, 1.89 mmol) was added to the solution, stirred at -40 C. for 30 min and allowed to warm up to room temperature. The organic phase was washed with sat. NH4Cl solution and brine, dried over Na2SO4 and filtered. After removal of the solvent, the resulting residue (760 mg) was dissolved in CH3CN. To this solution was added 3,5-dichloropyrazin-2-amine (584 mg, 3.56 mmol), stirred at 85 C. for 16 h and concentrated in vacuo. The residue was purified by column chromatography on SiO2 (Hexanes:EtOAc:DCM=2:1:1) to give 6,8-dichloro-3-((3aR,4S,6aS)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)imidazo[1,2-a]pyrazine (36 mg, 3%) as a white sticky oil. 1H-NMR (CDCl3, 400 MHz): delta 8.08 (s, 1H), 7.65 (s, 1H), 5.13-5.05 (m, 2H), 4.54 (d, 1H, J=2.4 Hz), 3.13-3.01 (m, 2H), 1.61 (s, 3H), 1.39 (s, 3H).

The synthetic route of 873-42-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HANDOK INC.; Lee, Jin-Hwa; Kim, Seung-Yong; Kim, Do-Ran; Ahn, Koo-Hyeon; Lee, Gwi-Bin; Kim, Doo-Seop; Hwang, Hyun-Sook; (74 pag.)US2017/204101; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem