Tag: M.W=200-300

Electric Literature of 41270-66-0, The chemical industry reduces the impact on the environment during synthesis 41270-66-0, name is 5-Chloro-2,3-diphenylpyrazine, I believe this compound will play a more active role in future production and life.

A 2-butanone / water mixed solution (360 mL of 2-butanone and 22 mL of water) was placed,To the mixture was added sodium iodide 28g,Stir well after adding a starting material 22g, heated to reflux, smooth, add HI solution 8mL,Reflux overnight (due to the difference between raw material and product polarity, TLC can not track monitoring)The liquid phase was monitored to about 5% of the raw material (the reaction liquid was no longer reduced after 1 hour). The reaction mixture was filtered, the residue was washed with 4 mL of 2-butanone, the combined filtrates were swirled to remove the solvent,NaHSO3 0.7g aqueous solution 40mL, stir, then the solution was acidic, with stirring NaOH solid was added until the solution was strong alkaline, stirring to alkaline no longer change, filtration, the filter cake was recrystallized from methanol to give Compound 1 Dark yellow solid 17.8g,Yield 60.1%, purity 97.74%.

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-Chloro-2,3-diphenylpyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Aide Kaiteng Bio-pharmaceutical Co., Ltd.; Wang Xuegen; He Lingyun; Wei Chao; Yu Yang; (6 pag.)CN106957269; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

313340-08-8, name is 3,5-Dichloro-6-ethylpyrazine-2-carboxamide, belongs to pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: Pyrazines

Compound D1Sa (26 mg, 0.118 mmol), A6Rb (29 mg, 0.118 mmol) and DIPEA (46 mg, 0.357 mmol) were dissolved in 1,4-dioxane (2 mL), the reaction solution was heated to 130 C. and stirred for 16 hours in seal. The LCMS indicated the reaction was complete, the reaction mixture was concentrated in vacuo, the residue was purified via column chromatography (DCM/MeOH=100:1) to afford compound D4Rb (47 mg, yield 92%) as a pale yellow solid. MS m/z 429.2 [M+H]+, 430.2 [M+H]+.

The synthetic route of 313340-08-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hangzhou Innogate Pharma Co., Ltd.; ZHANG, Hancheng; LIU, Shifeng; YE, Xiangyang; (92 pag.)US2019/308993; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route 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.

[00183] A mixture of 3,5-dibromopyrazin-2-amine (214 mg, 0.83 mmol) and phenyl boronic acid (100 mg, 0.8 mmol) in toluene (8 mL) was degassed and backfilled with nitrogen 3 times. Pd(PPtLs)4 (46 mg) was added followed by 2M K3PO4 (0.8 mL) and EtOH (1 mL). The mixture was heated at reflux for 18 h. The solution was cooled to room temperature, partitioned between EtOAc (25 mL) and water (5 mL). The layers were separated and the organic layer dried over Na2SO4, filtered and concentrated to an oil which was purified via silica gel chromatography (15% EtOAc/heptane) to afford the product (187 mg, 95% yield).

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; BRISTOL-MYERS SQUIBB COMPANY; WO2009/155389; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 23229-26-7, 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 23229-26-7 as follows.

Step 3: Synthesis of 2-bromo-5-(methylthio)pyrazine To a stirred solution of 2,5-dibromopyrazine (0.45 g, 1.892 mmol) in anhydrous THF (5 mL) was added 21% aq. solution of sodium thiomethoxide (0.94 mL g, 2.83 mmol) at 0 C. and stirred for 1 h at RT. Progress of reaction was monitored by TLC. After reaction completion DCM was added and washed with water. The organic layer was dried over sodium sulphate and concentrated under reduced pressure to yield 2-bromo-5-(methylthio)pyrazine (0.3 g, 78%) as brown oil. MS: 206.08 [M++1]

According to the analysis of related databases, 23229-26-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mankind Pharma Ltd.; Patil, Rakesh Ishwar; Verma, Jeevan; Shah, Dharmesh; Ali, Sazid; Bapuram, Srinivasa Reddy; Rai, Santosh Kumar; Kumar, Anil; (146 pag.)US2017/291910; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 1458-18-0,Some common heterocyclic compound, 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, molecular formula is C6H5Cl2N3O2, 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.

General procedure: To a solution of methyl 3-amino-5,6-dichloro-2-pyrazinecarboxylate (1.0 eq.) in 2-propanol (5 mL/mmol), an appropriate primary or secondary amine(3-6 eq.) was added, and the reaction mixture wasrefluxed for 2 h.10) The solution was cooled to roomtemperature, concentrated under reduced pressure, andthe residue was purified by silica-gel column chromatography(Wako gel C-200, 30-40% ethyl acetate/n-hexane) to afford the series 1 intermediate (yield:32-95%). The regioselectivity of the nucleophilicsubstitution at the 5-position of the pyrazine ring wasconfirmed by an X-ray structural analysis (Fig. S1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, its application will become more common.

Reference:
Article; Murai, Masatoshi; Habu, Sayako; Murakami, Sonomi; Ito, Takeshi; Miyoshi, Hideto; Bioscience, Biotechnology and Biochemistry; vol. 79; 7; (2015); p. 1061 – 1066;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 1458-18-0, The chemical industry reduces the impact on the environment during synthesis 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of methyl 3-amino-5,6-dichloro-2-pyrazinecarboxylate (1.0 eq.) in 2-propanol (5 mL/mmol), an appropriate primary or secondary amine(3-6 eq.) was added, and the reaction mixture wasrefluxed for 2 h.10) The solution was cooled to roomtemperature, concentrated under reduced pressure, andthe residue was purified by silica-gel column chromatography(Wako gel C-200, 30-40% ethyl acetate/n-hexane) to afford the series 1 intermediate (yield:32-95%). The regioselectivity of the nucleophilicsubstitution at the 5-position of the pyrazine ring wasconfirmed by an X-ray structural analysis (Fig. S1).

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, Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Murai, Masatoshi; Habu, Sayako; Murakami, Sonomi; Ito, Takeshi; Miyoshi, Hideto; Bioscience, Biotechnology and Biochemistry; vol. 79; 7; (2015); p. 1061 – 1066;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 6966-01-4, The chemical industry reduces the impact on the environment during synthesis 6966-01-4, name is Methyl 3-amino-6-bromopyrazine-2-carboxylate, I believe this compound will play a more active role in future production and life.

Preparation 9. Synthesis of 3-amino-6-bromopyrazine-2-carbohydrazide[00222] Step 1 : To a suspension of methyl 3-amino-6-bromo-pyrazine-2-carboxylate (2.5 g, 10.8 mmol) in ethanol (50 mL) was added hydrazine hydrate (3.2 g, 3 mL, 64.6 mmol) and the reaction mixture heated at 70 C for 1.5 hours forming a thick yellow solid. The reaction mixture was filtered and the solid washed with water (20 mL) and ethanol (40 mL). The solid was dried in vacuo to yield 3-amino-6-bromo-pyrazine-2-carbohydrazide (2.7 g, 94% yield) as a light yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 4.53 (d, J = 3.5 Hz, 2H), 7.62 (s, 2H), 8.31 (s, 1H) and 9.78 (s, 1H) ppm; LC/MS m/z 233.1 [M+H]+

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, Methyl 3-amino-6-bromopyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARRIER, Jean-Damien; MACCORMICK, Somhairle; STORCK, Pierre-Henri; PINDER, Joanne; O’DONNELL, Michael, Edward; KNEGTEL, Ronald Marcellus, Alphonsus; YOUNG, Stephen, Clinton Young; KAY, David; REAPER, Philip, Michael; DURRANT, Steven, John; TWIN, Heather, Clare; DAVIS, Christopher, John; WO2012/138938; (2012); A1;,
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Pyrazine | C4H4N2 – PubChem

Reference of 110223-15-9, 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. 110223-15-9, name is 2-Amino-3-benzyloxypyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

General procedure: For aromatic urea derivatives; the appropriate aromatic isocyanate(3.0 mmol) was added to a solution of the appropriate 2-amino-3-benzyloxy pyrazine derivative (2.5 mmol) in THF(10 mL). The reaction was refluxed for 3e6 h. After cooling, thereaction mixture was evaporated and the residue was purified byprecipitation in cold methanol and filtered to give the targetcompound(s). For aliphatic urea derivatives; the appropriatealiphatic isocyanate derivative (1.02 mmol) was added to a solutionof the appropriate 2-amino-3-benzyloxy pyrazine derivative(0.85 mmol) in dry THF (5 mL) in the presence of NaH (60% inmineral oil, 68 mg, 1.71 mmol). The reaction was refluxed for 5 h.After cooling, the reaction mixture was evaporated and the residuewas purified by flash column chromatography (SiO2, EA/n-Hex 1/4).

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-Amino-3-benzyloxypyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Elkamhawy, Ahmed; Park, Jung-eun; Hassan, Ahmed H.E.; Pae, Ae Nim; Lee, Jiyoun; Paik, Sora; Park, Beoung-Geon; Roh, Eun Joo; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 268 – 278;,
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Pyrazine | C4H4N2 – PubChem

Reference of 193966-70-0, 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. 193966-70-0, name is Methyl 5-(bromomethyl)pyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

A solution of methyl 5-(bromomethyl)pyrazine-2-carboxylate (0.567 g, 2.453 mmol) and potassium iodide (0.039 g, 0.234 mmol) in N,N-dimethylformide (6 mL) was stilTed at the room temperature for 30 mm, and mixed with Nphenylmethanesulfonamide (0.400 g, 2.336 mmol) and potassium carbonate (0.420 g, 3.037 mmol). The reaction mixture was stirred at the same temperature for additional 8 hr. The reaction mixture was diluted with water and stirred. The resulting precipitates were collected by filtration, washed by water, and dried to give methyl 5-((N-phenylmethylsulfonamido)methyl)pyrazine-2-carboxylate as white solid (0.710 g, 94.6 %).

The chemical industry reduces the impact on the environment during synthesis Methyl 5-(bromomethyl)pyrazine-2-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; HAN, Younghue; KIM, Yuntae; CHOI, Daekyu; MIN, Jaeki; BAE, Miseon; YANG, Hyunmo; KIM, Dohoon; (644 pag.)WO2017/18803; (2017); 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. 25710-18-3, name is 2,3-Dichloropyrido[2,3-b]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2,3-Dichloropyrido[2,3-b]pyrazine

CuI (6.00 mg, 0.03 mmol), PdCl2(PPh3)2 (30.0 mg, 0.04 mmol), and i-Pr2NH (2 mL) were added to 2,3-dichloropyrido[2,3-b]pyrazinerefPreviewPlaceHolder21 (240 mg, 1.20 mmol) in dry DMSO (4 mL) under a slow stream of argon. After 20 min stirring under argon, p-tolylacetylene (348 mg, 3.00 mmol) in i-Pr2NH (2 mL) was added drop wise for 25 min. Stirring was continued for 6 h at room temperature. The reaction mixture was then filtered and solids over the filter were rinsed with hexane (5 mL) giving 5. This crude product 5 was purified by flash column chromatography on silica gel (3.x.30 cm) with CHCl3 as the eluent. The yield was 346 mg. The filtrate was evaporated to dryness under reduced pressure. The residue was mixed with silica gel and purified by flash column chromatography on silica gel (2.x.20 cm) with CHCl3 as the eluent. The yellowish fraction Rf (CHCl3) 0.3 gave 25.0 mg of 5. Compound 5 was obtained in 86percent total yield (371 mg) as pale yellow crystals, mp 219-221 °C (decomp., EtOH); 1H NMR (CDCl3, 250 MHz) delta ppm: 2.39 (br s, 6H, 2Me), 7.20 (m, 4H, p-Tol), 7.59 (m, 4H, p-Tol), 7.67 (dd, J=8.4, 4.3 Hz, 1H, H(7)), 8.38 (dd, J=8.4, 1.9 Hz, 1H, H(8)), 9.13 (dd, J=4.3, 1.9 Hz, 1H, H(6)); 13C NMR (CDCl3, 62.9 MHz) delta ppm: 22.1, 86.5, 86.7, 97.9, 98.6, 118.6, 118.8, 126.0, 129.8, 132.8, 132.9, 136.5, 137.9, 141.0, 141.1, 142.5, 144.5, 149.3, 155.1; IR, cm-1: 2207 (CC). MS m/z: 359 ([M]+, 30), 344 (33), 217 (49), 203 (15), 190 (30), 179 (30), 164 (11), 140 (100), 141 (52), 89 (14), 77 (64), 65 (13). Anal. Calcd for C25H17N3: C, 83.54; H, 4.77; N, 11.69. Found: C, 83.71; H, 4.56; N, 11.54.

According to the analysis of related databases, 25710-18-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gulevskaya, Anna V.; Nguyen, Huong T.L.; Tyaglivy, Alexander S.; Pozharskii, Alexander F.; Tetrahedron; vol. 68; 2; (2012); p. 488 – 498;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem