Sources of common compounds: Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate

The synthetic route of 1458-01-1 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 1458-01-1,Some common heterocyclic compound, 1458-01-1, name is Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate, molecular formula is C6H7ClN4O2, 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.

Step 1A stirred suspension of 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid methyl ester (110 g, 542.9 mmol) in MeOH (500 ml) at 5-10¡ã C. (ice-bath) is treated dropwise with a suspension of lithium hydroxide (46.6 g, benzoyl}benzoyl} mmol) in water (500 ml).The reaction mixture is heated to 50¡ã C. for 5 hours then cooled to room temperature and stirred overnight.The resulting precipitate is collected by filtration and dried in a vacuum oven to afford Lithium 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid as the lithium salt (di-hydrate); [M-Li]- 187.

The synthetic route of 1458-01-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vertex Pharmaceuticals Incorported; US2011/98311; (2011); A1;,
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Simple exploration of 2,3-Dichlorofuro[3,4-b]pyrazine-5,7-dione

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 144692-85-3.

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. 144692-85-3, name is 2,3-Dichlorofuro[3,4-b]pyrazine-5,7-dione, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2,3-Dichlorofuro[3,4-b]pyrazine-5,7-dione

Under air, a test tube was charged with 2,3-dichlorodiazaphthalic anhydride (400mg, 1.826mmol) and 2-bromoethylamine hydrobromide (384mg, 1.872mmol). Acetic anhydride (400muL) was added and the reaction sealed and heated to 120C for 30min. The reaction was cooled to ambient temperature and diluted with H2O (2mL). The crude solid was filtered and washed with H2O (2¡Á5mL) and purified by eluting through a plug (SiO2; CH2Cl2) to obtain the product as a mixed halo compound, which was used without further purification. Yield=417mg. Compound 5b was obtained as an approximately 1:1 mixture of the dichloro- and bromochloro- diazaphthalimide as a result of the ammonium counter anion becoming partially exchanged into the pyrazine ring. Attempts to prevent this halide exchange using excess NH4Cl yielded significant amounts of inseparable 5a as a side-product. Nevertheless, 5b was reacted on as the mixed halide species with no significant impact on the subsequent synthesis of 1b (vide supra). (0024) 1H NMR (500MHz, CDCl3): delta 4.24 (t, 3JHH=6.4, 2H, CH2), 4.23 (t, 3JHH=6.4, 2H, CH2), 3.67 (t, 3JHH=6.4, 2H, CH2), 3.66 (t, 3JHH=6.4, 2H, CH2). 13C{1H} NMR (126MHz, CDCl3): delta 162.0, 161.9, 161.8, 161.8, 156.4, 154.1, 150.3, 147.4, 143.9, 143.7, 143.7, 143.4, 40.2, 40.2, 27.7, 27.7. HR ESI-MS positive ion: 379.9013m/z [C8H4BrCl2N3O2+Na+MeOH]+ (calc. 379.8995), 423.8489m/z [C8H4Br2ClN3O2+Na+MeOH]+ (calc. 423.8492). Anal. Calcd for C8H4Br1.5Cl1.5N3O2 (347.17gmol-1): C, 27.68; H, 1.16; N, 12.10. Found: C, 28.34; H, 0.92; N, 11.26; error <0.9%. 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 144692-85-3. Reference:
Article; Knighton, Richard C.; Chaplin, Adrian B.; Tetrahedron; vol. 73; 31; (2017); p. 4591 – 4596;,
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Continuously updated synthesis method about 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

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

Electric Literature of 762240-92-6,Some common heterocyclic compound, 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, molecular formula is C6H8ClF3N4, 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.

Take 2.16g of Compound 2 was added to the reaction flask, dissolved with 30ml of ethyl acetate was added CDI1.94g, stirred at room temperature 30min, 3- (trifluoromethyl) -5,6,7,8-tetrahydro- [1, 2,4] triazolo [4,3-a] pyrazine hydrochloride 2.29g and 1.01 g of triethylamine, kept at room temperature and stirred overnight, respectively 1mol / ml hydrochloric acid, washed with 10ml, 1mol / l sodium hydroxide solution 10g washed, 10ml was washed with saturated brine, the organic phase was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure to give a solid 3.34g, yield 85.3%.

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

Reference:
Patent; Hefei Hua Fang Pharmaceutical Co., Ltd.; Gao, Yonghao; He, Yong; Peng, Fuyun; Feng, Baolong; Wu, Zhonghao; (6 pag.)CN105330664; (2016); A;,
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Discovery of 6,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine

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 944709-42-6.

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. 944709-42-6, name is 6,8-Dibromo-[1,2,4]triazolo[1,5-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 944709-42-6

A solution of (2-fluorobenzyl)zinc(II) chloride (18.0 ml, 0.5 M in THF, 9.00 mmol) was added to a mixture of PdCl2(PPh3)2 (0.253 g, 0.360 mmol) and commercially available intermediate Int-7a (2.00 g, 7.20 mmol). The reaction was purged with nitrogen, sealed and heated to 50 C for 1 h. The reaction mixture was cooled to room temperature and directly purified by silica gel chromatography utilizing a gradient of 0-70% ethyl acetate in hexanes to afford intermediate Int-7b (1.49 g, 61%). 1H NMR: (500 MHz, DMSO-d6), d (ppm): 9.46 (s, 1H), 8.74 (s, 1H), 7.39 – 7.42 (m, 1H), 7.30 – 7.34 (m, 1H), 7.14 – 7.21 (m, 2 H), 4.56 (s, 2H). MS ES+ m/z = 307.1 [M]+, 309.0 [M+2]+,

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 944709-42-6.

Reference:
Patent; CYCLERION THERAPEUTICS, INC.; RENNIE, Glen, Robert; RENHOWE, Paul, Allan; NAKAI, Takashi; MERMERIAN, Ara; CUMBERBATCH, Helen; (99 pag.)WO2019/126354; (2019); A1;,
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New learning discoveries about 2-Amino-3,5-dibromopyrazine

The synthetic route of 2-Amino-3,5-dibromopyrazine has been constantly updated, and we look forward to future research findings.

Reference of 24241-18-7, 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. 24241-18-7, name is 2-Amino-3,5-dibromopyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Step A: 5-Bromo-3-phenylpyrazin-2-amineTo a deoxygenated solution of 3,5-dibromopyrazin-2-amine (5.00 g, 19.8 mmol) in 1,4- dioxane (100 mL) was added potassium carbonate (8.20 g, 59.3 mmol), phenylboronic acid (2.17 g, 17.8 mmol) and Pd(dppf)Ci2 (1.45 g, 1.98 mmol). The resulting mixture was heated at 90 C for 4 h, then cooled and partitioned between water (50 mL) and EtOAc (50 mL x 2). The combined organic layers were dried over a2S04 and concentrated, and the residue was purified by column chromatography on silica gel (PE/EtOAc = 15/1, 10/1, 5/1) to give the title compound. MS: m/z = 249.9 (M + 1).

The synthetic route of 2-Amino-3,5-dibromopyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; MITCHELL, Helen; FRALEY, Mark, E.; COOKE, Andrew, J.; CHEN, Yi-Heng; STUMP, Craig, A.; ZHANG, Xu-Fang; MCCOMAS, Casey, C.; SCHIRRIPA, Kathy; MCWHERTER, Melody; MERCER, Swati, P.; BABAOGLU, Kerim; MENG, Dongfang; WU, Jane; LIU, Ping; WOOD, Harold, B.; BAO, Jianming; LI, Chun Sing; MAO, Qinghua; QI, Zhiqi; (263 pag.)WO2015/148344; (2015); A2;,
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Share a compound : Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate

The synthetic route of 1458-01-1 has been constantly updated, and we look forward to future research findings.

1458-01-1, name is Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate, 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. HPLC of Formula: C6H7ClN4O2

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 synthetic route of 1458-01-1 has been constantly updated, and we look forward to future research findings.

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);,
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Share a compound : 3-Bromo-5-chloropyrazin-2-amine

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.

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. 76537-18-3, name is 3-Bromo-5-chloropyrazin-2-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Bromo-5-chloropyrazin-2-amine

3-Bromo-5-chloropyrazin-2-amine (200 mg, 0.96 mmol), triethylamine (290 mg, 2.88mmol), cuprous iodide (5 mg, 0.33 mmol) and palladium(II)bis(triphenylphosphine) dichloride(13 mg, 0.02 mmol) were dissolved in tetrahydrofuran (5 mL). The mixture was stirred at rt, thentrimethylsilylacetylene (0.15 mL, 1.06 mmol) was added dropwise to the mixture. After theaddition, the reaction mixture was warmed to 55 oc and stirred for 1 h. The reaction mixture wascooled to rt, and diluted with ethyl acetate (50 mL). The mixture was filtered. The filtrate wasconcentrated in vacuo, and the residue was purified by silica gel column chromatography(PE/EtOAc (v/v) = 3011) to give the title compound as a light yellow solid (208 mg, 96 %).MS (ESI, pos. ion) m/z: 227.00 [M+Ht;1H NMR (400 MHz, CDCh) 8 (ppm): 7.98 (s, 1H), 5.11 (s, 2H), 0.31 (s, 9H).

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; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (2018); A1;,
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Simple exploration of 2-Bromo-5-nitropyrazine

The synthetic route of 117103-53-4 has been constantly updated, and we look forward to future research findings.

117103-53-4, name is 2-Bromo-5-nitropyrazine, 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. HPLC of Formula: C4H2BrN3O2

Example 13 2 (R)- (3-CHLORO-4-METHANESULFONYL-PHENYL)-3-CYCLOPENTYL-N- (5- METHANESULFONYLAMINO-PYRAZIN-2-YL)-PROPIONAMIDE [000164] A solution of molten acetamide (1.58 g, 26.7 mmol) heated to 90C was treated with a mixture of 2-bromo-5-nitropyrazine (1.34 g, 6.58 MMOL), METHANESULFONAMIDE (1.88 g, 19.7 mmol), and potassium carbonate (2.30 g, 16.6 mmol). The resulting mixture was quickly brought to 145C. The resulting solution was stirred at 145C for 30 min. At this time, the reaction was cooled to 25C and then was treated with water (4 mL). This solution was cooled to 0C and then was treated with a IN aqueous hydrochloric acid solution until the pH of the solution was adjusted to pH=8. This solution was treated with charcoal and was filtered through a pad of celite (90/10 methylene chloride/methanol wash). The filtrate was partitioned, and the aqueous layer was extracted with a solution of 90/10 methylene CHLORIDE/METHANOL. The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60,230-400 mesh, ethyl acetate) afforded N- (5-nitro- PYRAZIN-2-YL)-METHANESULFONAMIDE (583.9 mg, 40.6%) as a yellow solid: mp 204-207C ; EI-HRMS m/e calcd for C5H6N404S (M+H) + 219. 0183, found 219.0185.

The synthetic route of 117103-53-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/52869; (2004); A1;,
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Discovery of Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate

The synthetic route of Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 1458-01-1, name is Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate, 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. Formula: C6H7ClN4O2

4-(4-Aminophenyl)ethylamidino-3,5-diamino-6-chloropyrazinecarboxamide hydrochloride (83) A mixture of 1-H-pyrazolecarboxamidine hydrochloride (2.8 g, 19 mmol), 4-aminoethylaniline (1.3 mL, 9 mmol) and diisopropylethylamine (1.3 ml) were stirred in dry DMF (5 mL) under argon for 18 h. After this time, ether (30 ml) was added to produce a clear oil. The obtained oil (82) was washed with ether and dried under vacuum (40 mTorr) overnight. After drying 70 mg of oil was taken into dry methanol (3 mL) and 25percent NaOH (0.14 mL) was added. The reaction volume was decreased to 1.0 mL and 3,5-diamino-6-chloropyrazine-2 carboxylic acid methyl ester (0.1 g, 0.5 mmol) was added. The mixture was stirred at room temperature overnight. Another portion of 82 (0.1 g) was dissolved in methanol (1 mL), treated with 25percent NaOH (0.15 mL) and the resulting solution was added to the reaction mixture. The reaction mixture was stirred 3 h at reflux, then cooled to room temperature and the solvent was removed under reduced pressure. The residue was dissolved in a minimal volume of DMF and separated by preparative HPLC. The obtained fractions were analyzed by LC/MS. The fractions containing product with M+H=349 were collected and the solvent was removed under reduced pressure. The residue was dissolved in 10percent HCl and evaporated to dryness to produce 83 (23.5 mg, 11percent) as a yellow solid. 1H NMR (360 MHz, DMSO-d6) delta 2.91 (m, 2H), 3.59 (m, 2H), 7.31 (d, 2H), 7.42 (m, 4H), 9.02 (br s, 2H), 9.41 (br s., 1H), 10.56 (s, 1H). 13C NMR (90 MHz, DMSO-d6) 33.1, 42.0, 108.9, 119.6, 120.7, 129.9 (2 C), 131.0 (2 C), 153.1, 154.1, 155.8, 165.2. API MS m/z=349 [C14H17ClN8O+H]+.

The synthetic route of Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PARION SCIENCES, INC.; JOHNSON, Michael Ross; (49 pag.)US2015/376146; (2015); A1;,
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Continuously updated synthesis method about 2,5-Dibromopyrazine

The synthetic route of 23229-26-7 has been constantly updated, and we look forward to future research findings.

Electric Literature of 23229-26-7, These common heterocyclic compound, 23229-26-7, name is 2,5-Dibromopyrazine, 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.

To a flask, an appropriate pyrazine, pyrimidine or thiazole (1.0 equivalent) and a nucleophile (Nu), such as amine, alcohol or thio-derivatives in one equivalence or an exess amount were combined in a solvent such as THF, DMF or alcohol, with or without an addition of NaH. The reaction was either stirred at room temperature or under heating for one to three days. After all the solvents were removed, the residue was partitioned between saturated NaHCO3 and EtOAc. The aqueous layer was extracted with ethyl acetate and the combined extracts were concentrated in vacuo to give a residue, which was purified by silica gel chromatography to afford the desired product.

The synthetic route of 23229-26-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wang, Tao; Zhang, Zhongxing; Meanwell, Nicholas A.; Kadow, John F.; Yin, Zhiwei; Xue, Qiufen May; Regueiro-Ren, Alicia; Matiskella, John D.; Ueda, Yasutsugu; US2004/110785; (2004); A1;,
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