Tag: M.W=200-300

Related Products of 5900-13-0,Some common heterocyclic compound, 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine, molecular formula is C5H6BrN3O, 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.

Example 1: 4-[(5-Bromo-3-methoxypyrazin-2-yl)imino]-2,6-di-tert-butylcyclohexa-2,5- dien-l-one A1C13 (651 mg, 4.9 mmol) was added to a solution of pyridine (0.95 ml) and 1,2- dichloroethane (25 ml). The resulting mixture was refluxed for 15 min. 2,6-Di-tert-butyl- 1,4-benzoquinone (434 mg, 1.97 mmol) and 5-bromo-3-methoxypyrazin-2-amine (420 mg, 1.97 mmol) was added and the resulting mixture was refluxed for 18 h. After cooling to RT, the mixture was filtered through celite. Celite was washed with DCM and the combined organic phase was concentrated under reduced pressure. The product was purified using column chromatography. Yield: 80 mg 1H NMR (CDC13): 1.21 (9H, s), 1.30 (9H, s), 4.07 (3H, s), 6.90 (1H, m), 7.07 (1H, m), 8.10 (1H, s)

The synthetic route of 5900-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDEIA THERAPEUTICS LTD; GOLDSTEINS, Gundars; KOISTINAHO, Jari; KOISTINAHO, Milla; RATILAINEN, Jari; PYSTYNEN, Jarmo; WO2014/68171; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

4.7 (R)-tert-Butyl 4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-ylcarbamate 9 (R)-3-(tert-Butoxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoic acid 7 (200 mg, 0.59 mmol) and 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazinehydrochloride 8 (115 mg, 0.59 mmol) in anhydrous DCM (3 mL) were cooled to 0 C. To that solution was added HOBT (96 mg, 0.7 mmol), followed by EDC·HCl (134 mg, 0.7 mmol) and DIEPA (152 mg, 1.18 mmol). After being stirred for 24 h, DCM was evaporated, and the viscous residue was partitioned between ethyl acetate and saturated aqueous NaHCO3 solution. The aqueous layer was extracted with ethyl acetate. The combined organic phase was washed with brine, dried over Na2SO4, and concentrated. The crude product was purified by column chromatography eluting with 80% ethyl acetate in hexane to afford 9 as a white powder (280 mg, 92% yield). Mp: 189-192 C; {lit. 8a mp: 188-191 C}; [alpha]D25.1 = +20.8 (c 0.11, CHCl3); {lit. 8a [alpha]D20 = +22.2 (c 1.0, CHCl3)}; 1H NMR (500 MHz, CDCl3) delta 1.35 (s, 9H), 2.93-2.67 (m, 4H), 4.17-3.97 (m, 5H), 4.92 (s, 1H), 5.07-5.00 (m, 1H), 5.28 (s, 1H), 6.88 (s, 1H), 7.08-7.06 (d, J = 6.36 Hz, 1H). 13C NMR (125 MHz, CDCl3) delta 28.2, 32.9, 36.7, 38.0, 39.2, 41.8, 42.6, 43.1, 43.6, 48.2, 48.4, 79.7, 105.2, 105.3, 105.4, 105.5, 117.1, 119.0, 119.1, 121.4, 143.7, 144.0, 145.6, 147.7, 147.9, 149.4, 149.9, 150.2, 155.2, 157.1, 169.5, 169.9; MS (ESI) m/z: 507.9 (M+H)+. HRMS (ESI) (M+H)+: calcd for C21H23F6N5O3: 508.1778; found: 508.1778.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 762240-92-6.

Reference:
Article; Subbaiah; Haq, Wahajul; Tetrahedron Asymmetry; vol. 25; 13-14; (2014); p. 1026 – 1030;,
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 173253-42-4 as follows. Computed Properties of C4H3BrClN3

Example 6 2-Amino-5,7-dihydrofuro[3,4-b]pyrazine A mixture of 2-amino-5-bromo-6-chloro-pyrazine (21 mg, 0.10 mmol), tributyl{[tributylstannyl)methoxy]methyl}stannane according to Production Example 1-2 (62 mg, 0.10 mmol), tris(dibenzylideneacetone)dipalladium (9.2 mg, 0.010 mmol), X-Phos (19 mg, 0.040 mmol), and 1,4-dioxane (1.0 mL) was stirred while being heated to reflux for 20 hours. The resulting mixture was cooled to room temperature and then filtered through Celite and concentrated under reduced pressure. The residue was separated and purified by preparative thin-layer chromatography (ethyl acetate_heptane=5:1) to obtain the title compound (3.6 mg, 26% yield). 1H-NMR Spectrum (400 MHz, CDCl3) delta (ppm): 4.55 (br s, 2H), 4.87-5.13 (m, 4H), 7.83 (s, 1H).

According to the analysis of related databases, 173253-42-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eisai R&D Management Co., Lt.d; Tanaka, Keigo; Fukuyama, Takashi; Murai, Norio; Itano, Wataru; Hirota, Shinsuke; Iida, Daisuke; Azuma, Hiroshi; (32 pag.)US2016/168176; (2016); 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. 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, A new synthetic method of this compound is introduced below., Safety of 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

15 g (45 mmol) of the compound (2) (R) -3- (tert-butoxycarbonylamino) -4- (2,4,5-trifluorophenyl) butyric acid,Compound (3) 3- (Trifluoromethyl) -5,6,7,8-tetrahydro- [1,2,4] triazolo [4,3-a] pyrazine hydrochloride 11.3 g(49.5mmo 1),HOBT 7.3 g (54 mmol) was added to 150 ml of dichloromethane.At room temperature,14.4 g (135 mmol) of 2,6-dimethylpyridine was added,Then add 10.3 g (54 mmol) of EDC-HC1,The mixture was stirred at room temperature for 3 hours.Add 5% sodium carbonate aqueous solution to adjust rhoH- = 9,Layered,The methylene chloride layer was washed with 150 ml of water,Layered,The methylene chloride layer was dried over anhydrous sodium sulfate,filter,The filtrate was evaporated at 35 C under reduced pressure to give 21.7 g of the compound (1)Yield 95%HPLC 94.5%.

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:
Patent; Zhejiang Huahai Pharmaceutical Co., Ltd; GE, JIANFENG; YAN, FENGFENG; (6 pag.)CN102603749; (2017); B;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, 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 87486-34-8, Product Details of 87486-34-8

General procedure: To a solution of 2a-j (10 mmol, 1.0 eq) , 3,5-dibromo-1-methylpyrazin-2(1H)-one (2.95 g, 11 mmol, 1.1 eq) and DIEA (3.3 mL,20 mmol, 2.0 eq) in MeCN (20mL) was stirred at 80 °C for 5 hours. After cooling to room temperature, thesolvent was removed in vacuo, and the residue was purified using silica gelchromatography to give the title compounds, yield 72-85percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dibromo-1-methylpyrazin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Article; Yang, Jianhong; Du, Jiatian; Huang, Chong; Wang, Tianqi; Huang, Luyi; Yang, Shengyong; Li, Linli; Bioorganic and Medicinal Chemistry Letters; vol. 29; 13; (2019); p. 1609 – 1613;,
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. 1458-01-1, name is Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Safety of Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate

General procedure: Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate 2 (1 eq.) was combined with K2CO3 (10 eq.), the appropriate (het)aryl boronic acid (1.5 eq.) and Pd(PPh3)4 (5 mol%) in a two-neck round bottom flask. The flask was connected to a condenser and purged with nitrogen. A 4:1 mixture of anhydrous toluene: MeOH (60 mL) was added via syringe and the reaction mixture was heated at reflux for 0.5-18 h. The mixture was allowed to cool to room temperature and filtered through Celite (10 x 3 cm, eluting with 3 x 20 mL EtOAc). The filtrate was evaporated to dryness and the residue purified by silica gel flash column chromatography using EtOAc/pet spirit.

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; Buckley, Benjamin J.; Majed, Hiwa; Aboelela, Ashraf; Minaei, Elahe; Jiang, Longguang; Fildes, Karen; Cheung, Chen-Yi; Johnson, Darren; Bachovchin, Daniel; Cook, Gregory M.; Huang, Mingdong; Ranson, Marie; Kelso, Michael J.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 24; (2019);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 345311-03-7,Some common heterocyclic compound, 345311-03-7, name is tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate, molecular formula is C11H17N3O2, 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.

Example 563-Cyclopropyl-3-(4-(7-f 5,6 J,8-tetrahydroimidazo[ 1 ,2-alpyrazin-3-yl)imidazo|T 2- clpyrimidin-5-yl)- 1 H-pyrazol- 1 -vDpropanenitrile[00698] To 3-(4-(7-chloroimidazo[l,2-c]pyrimidin-5-yl)-lH-pyrazol-l-yl)-3- cyclopropyl-propanenitrile (Preparation M; 100 mg, 0.320 mmol) in dioxane (10 mL) was added K2C0 (88.4 mg, 0.639 mmol), diacetoxypalladium (7.18 mg, 0.0320 mmol), triphenylphosphine (16.8 mg, 0.0639 mmol) and tert-butyl 5,6-dihydroimidazo[l,2- a]pyrazine-7(8H)-carboxylate (107 mg, 0.480 mmol). The reaction was sealed and heated to 95 C for 5 hours. The reaction was cooled to ambient temperature and concentrated under reduced pressure. The residue was purified by silica gel chromatography (DCM/MeOH/NH4OH 10:1 :0.1) to give the final product (33 mg, 26% yield). MS (apci) m/z = 400.4 (M+H).

The synthetic route of 345311-03-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; BOYS, Mark Laurence; BURGESS, Laurence, E.; GRONEBERG, Robert, D.; HARVEY, Darren, M.; HUANG, Lily; KERCHER, Timothy; KRASER, Christopher, F.; LAIRD, Ellen; TARLTON, Eugene; ZHAO, Qian; WO2011/130146; (2011); A1;,
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. 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

General procedure: A solution of 3-(trifluoromethyl)-5,6,7,8-tetrahydro [1,2,4]triazolo[4,3-a]pyrazine hydrochloride salt (1.0 eq.) in dimethylformamide(DMF, 2-3 mL)was added potassium carbonate (2.5eq.) at and stirred for 15 min at room temperature. To this, N-(benzo[d]thiazol-2-yl)-2-chloroacetamide derivatives (1.0 eq.) in DMF was added to the reaction mixture at room temperature. The resulting reaction mixturewas heated at 70 C for 18 h. The completion of the reaction was monitored on TLC (using 10% MeOH: DCM and ammonia as a modifier as mobile phase) which confirmed that the reaction got completed after 18 h. The reaction mixture was pouredinto ice-cold water and extracted with ethyl acetate (2 x 30 mL).Organic layers were combined and the combined organic layer was dried over sodium sulfate and concentrated under reduced pressure to afford crude desired product and crystallized it from methanol to get N-(benzo[d]thiazol-2-yl)-2-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo [4,3-a]pyrazin-7 (8H)-yl)acetamide derivatives(12a-12e) in good practical yield.

The synthetic route of 762240-92-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jethava, Divya J.; Acharya, Prachi T.; Vasava, Mahesh S.; Bhoi, Manoj N.; Bhavsar, Zeel A.; Rathwa, Sanjay K.; Rajani, Dhanji P.; Patel, Hitesh D.; Journal of Molecular Structure; vol. 1184; (2019); p. 168 – 192;,
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. 1260812-97-2, name is 2-Bromo-3-methyl-5H-pyrrolo[2,3-b]pyrazine, A new synthetic method of this compound is introduced below., Recommanded Product: 1260812-97-2

0 C,N-iodosuccinimide (2.60 g, 11.00 mmol)Bromo-3-methyl-5H-pyrrolo [2,3-b] pyrazine (2.05 g, 7.25 mmol)In acetone (30 mL)The reaction was stirred at room temperature for 3 h.The solvent was removed under reduced pressure, water (30 mL) and dichloromethane (30 mL) were added to the residue, the solid was filtered, the solid was washed with a little water and dichloromethane,The brown solid was dried in vacuo at 60 C to give 2.50 g of a brown solid,The crude product was used without further purification for the next step.

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:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Huang Jiuzhong; Zheng Changchun; Zhang Yingjun; Ouyang Luo; Mao Hongfen; Nie Biao; Xu Juan; Chen Hongfen; (137 pag.)CN106336413; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 24241-18-7,Some common heterocyclic compound, 24241-18-7, name is 2-Amino-3,5-dibromopyrazine, molecular formula is C4H3Br2N3, 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.

3,5-dibromo-pyrazin-2-ylamine (10.4g, 41.12 mmol), and bromoacetaldehyde diethyl acetal (9.8 ml, 62.51mmol) then dissolved in a mixed solvent of tetrahydrofuran (14 ml) and distilled water (140 ml), and the mixture was stirred for 4 hours at 120C , in addition stirred at room temperature for 12 hours to.Saturated aqueous sodium hydrogen carbonate solution to the reaction solution was neutralized by addition.The resulting solid was filtered, washed with distilled water and dried to give the title compound (8.7g, 76%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-3,5-dibromopyrazine, its application will become more common.

Reference:
Patent; HANMI PHARM. CO., LTD.; HAM, YOUNG JIN; SON, JUNG BEOM; PARK, CHANG HEE; KANG, SEOK JONG; CHOI, JAE YUL; KIM, SEO HEE; (36 pag.)KR2015/113801; (2015); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem