Month: January 2021

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. 41110-33-2, name is Methyl 5-methylpyrazine-2-carboxylate belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Product Details of 41110-33-2

A solution of LAH (164.0 mL, 0.164 mol, 1.0 M in THF, 0.5 equiv.) was added to a suspension of methyl 5-methylpyrazine-2-carboxylate (50 g, 0.328 mol, 1.0 equiv.) in anhydrous THF (750 mL) at -78C. The internal temperature was kept below -72 C during the addition of LAH. On completion of addition, the reaction mixture was left, to stir at -78 C for a further 20 mm and then quenched with glacial AcOH (50.0 mL) at the same temperature. The resulting mixture was warmed to RT and the volatiles were removed by evaporation under pressure. The residue was dissolved in hydrochloric acid (1.5N, 500 mL) and extracted with DCM (2 x 2 L). The extracts were combined, washed with a saturated aqueous sodium hydrogen carbonate solution (2 x 500 mL), (Note: no product was observed in the HC1 or aqueous sodium hydrogen carbonate solution) dried over anhydrous Na2SO4, and concentrated in vacuo to yield a brown oil. The initial product was purified by column chromatography (silica gel 60-120 mesh) eluting with a gradient of 10% EtOAc in petroleum ether to provide the title compound as a pale yellow liquid (21.3 g, 53 %). TLC Info: (9.0/1.0 petroleum ether/EtOAc). 1H NMR (400 MHz, CDC13)o 10.14 (s, 1H), 9.07 (d,J= 1.5 Hz, 1H), 8.63 (d,J= 1.4 Hz, 1H), and 2.70 (s, 3H). LCMS-ESI (pos.) m/z:123 (M+H)t

The synthetic route of 41110-33-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; DRANSFIELD, Paul John; HARVEY, James S.; HEATH, Julie Anne; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; RAMSDEN, Philip Dean; (434 pag.)WO2018/93577; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 54608-52-5,Some common heterocyclic compound, 54608-52-5, name is 2-Hydrazinopyrazine, molecular formula is C4H6N4, 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.

[0641] to a solution of compound methyl 2,4-dioxopentanoate (100 mg, 693.82 umol) in AcOH (20 ml) was added compound 63a (76.4 mg, 693.82 umol). The mixture was stirred at 120 C for 1 hour. The mixture was in DCM (5 ml). The organic layer was washed with water (10 ml), NaHCO3 to ph ~ 8-9 and dried over Na2SO4 and concentrated to afford compound 63b (500 mg, 25.24% yield) as white solid.

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

Reference:
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; ADLER, Marc; EMAYAN, Kumaraswamy; MA, Jingyuang; (687 pag.)WO2018/64119; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 89283-32-9, 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. 89283-32-9, name is (3-Chloropyrazin-2-yl)methanol belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

(3-Chloropyrazin-2-yl)methanol (0.6 g, 4.15mmol, 1 eq.) was dissolved in 1,4-dioxane (16 mL) and water (5 mL). The solution and reaction vessel were purged with a stream of N2 gas. 1-isopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1.08 g, 4.57 mmol, 1.1 eq.), [1,1 ‘-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (0.3 g, 0.41 mmol, 0.1 eq.) and potassium carbonate (0.57 g, 4.15 mmol, 1 eq.) were added and the reaction was stirred in a heat block at 100 C. After 1 h, the reaction was judged to be complete by TLC (35% ethyl acetate/hexanes). The reaction mixture was cooled to 25 C, and taken up in a mixture of ethyl acetate (100 mL) and an aqueous saturated sodium bicarbonate solution (100 mL). The phases were separated and the aqueous phase was extracted once more with ethyl acetate (50 mL). The combined organic phases were washed with an aqueous saturated sodium chloride solution (50 mL) and dried over sodium sulfate. After filtration and evaporation, the residue was purified by silica gel chromatography (5 – 70% ethyl acetate/hexanes) to give (3-(l-isopropyl-lH-pyrazol-5- yl)pyrazin-2-yl)methanol (0.53 g, 59%) as a light yellow oil.

The synthetic route of (3-Chloropyrazin-2-yl)methanol has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; LI, Zhe; HARRIS, Jason, R.; DUFU, Kobina, N.; GENG, Xin; SINHA, Uma; (101 pag.)WO2016/160755; (2016); 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. 767340-03-4, name is (2Z)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C16H13F6N5O

Into a 500 ml flask were charged chloro(l,5-cyclooctadiene)rhodium(I) dimer {[Rh(cod)Cl]2}(292 mg, 1.18 mmol) and (R,S) t-butyl Josiphos (708 mg, 1.3 mmol) under a nitrogen atmosphere. Degassed MeOH was then added (200 mL) and the mixture was stirred at room temperature for 1 h. Into a 4 L hydrogenator was charged the enamine amide 2j4 (118 g, 0.29 mol) along with MeOH (1 L). The slurry was degassed. The catalyst solution was then transferred to the hydrogenator under nitrogen. After degassing three times, the enamine amide was hydrogenated under 200 psi hydrogen gas at 50 0C for 13 h. Assay yield was determined by EtaPLC to be 93% and optical purity to be 94% ee.The optical purity was further enhanced in the following manner. The methanol solution from the hydrogenation reaction (18 g in 180 mL MeOH) was concentrated and switched to methyl t- buryl ether (MTBE) (45 mL). Into this solution was added aqueous Eta3PO4 solution (0.5 M, 95 mL).After separation of the layers, 3NNaOH (35 mL) was added to the water layer, which was then extracted with MTBE (180 mL + 100 mL). The MTBE solution was concentrated and solvent switched to hot toluene (180 mL, about 75 0C). The hot toluene solution was then allowed to cool to 0 0C slowly (5 – 10 h). The crystals were isolated by filtration (13 g, yield 72%, 98 – 99% ee); m.p. 114.1 – 115.7 0C. lHNMR (300 MHz, CD3CN): delta 7.26 (m), 7.08 (m), 4.90 (s), 4.89 (s), 4.14 (m), 3.95 (m), 3.40 (m), 2.68(m), 2.49 (m), 1.40 (bs). Compound 2^ exists as amide bond rotamers. Unless indicated, the major and minor rotamers are grouped together since the carbon- 13 signals are not well resolved:13c NMR (CD3CN): delta 171.8, 157.4 (ddd , JCF = 242.4, 9.2, 2.5 Hz), 152.2 (major), 151.8 (minor), 149.3(ddd; JCF = 246.7, 14.2, 12.9 Hz), 147.4 (ddd, JCF = 241.2, 12.3, 3.7 Hz), 144.2 (q, JCF = 38.8 Hz), 124.6 (ddd , JCF= 18.5, 5.9, 4.0 Hz), 120.4 (dd , JCF= 19.1, 6.2 Hz), 119.8 (q, JCF = 268.9 Hz), 106.2 (dd , JCF = 29.5, 20.9 Hz), 50.1, 44.8, 44.3 (minor), 43.2 (minor), 42.4, 41.6 (minor), 41.4, 39.6, 38.5 (minor), 36.9.

The synthetic route of 767340-03-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2007/50485; (2007); A2;,
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 5521-58-4 as follows. Recommanded Product: 5521-58-4

l-Chloro-N,N,2-trimethyl-l-propenylamine (6.9 mL, 52.3 mmol) was added to a solution of 3-[(2S)-l-(difluoromethoxy)propan-2-ylJoxy-5-[5-(dimethylcarbamoyl)pyrazin-2- yl]oxy-benzoic acid (17.2 g, 41.8 mmol) in DCM (250 mL) and stirred at ambient temperature for 30 minutes. 5-Methylpyrazin-2-amine (9.1 g, 83.6 mmol) and pyridine (6.8 mL, 83.6 mmol) were added and the reaction stirred overnight. The solvent was evaporated under reduced pressure. The residue was dissolved in ethyl acetate (200 mL), washed with water (2 x 100 mL), citric acid (IN, 100 mL), saturated sodium bicarbonate solution (2 x 100 mL) and saturated brine (10 mL), dried (MgSO4), filtered and evaporated under reduced pressure. The residue was purified by flash chromatography on silica, eluting with a gradient of 25-100% ethyl acetate in isohexane to afford the product as a colourless foam (11.2 g).

According to the analysis of related databases, 5521-58-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/50117; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 4744-50-7, name is 2,3-Pyrazinecarboxylic anhydride, 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 4744-50-7, SDS of cas: 4744-50-7

6-(7-Methoxy-1,8-naphthyridin-2-yl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazine, m.p. 296 C., can be prepared by reacting pyrazine-2,3-dicarboxylic acid anhydride with 2-amino-7-methoxy-1,8-napthyridine in acetic acid in the presence of acetic anhydride at the reflux temperature.

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, 2,3-Pyrazinecarboxylic anhydride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Rhone-Poulenc S.A.; US4016274; (1977); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, 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 939412-86-9, Application In Synthesis of (3-Chloropyrazin-2-yl)methanamine hydrochloride

To a solution of (3S,6S)-l-((benzyloxy)carbonyl)-6-(hydroxymethyl)piperidine- 3-carboxylic acid (0.78 g, 2.66 mmol) in 20 mL of DMF was added HATU (1.21 g, 3.2 mmol). After stiring for 30 min under N2, (3-Chloro-pyrazin-2-yl) methanamine hydrochloride (0.48 g, 2.66 mol) and Et3N (0.8 g, 7.98 mmol) was added. The reaction mixture was stirred at room temperature for 12 hours under N2. The mixture was partitioned between EA and water. The organic layer was washed with 1 N HCl and water, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography to afford (2S,5R)-benzyl 5-(((3- chloropyrazin-2-yl)methyl)carbamoyl)-2-(hydroxymethyl) piperidine-l-carboxylate (0.7 g, 63.0% yield). 1HNMR (400 MHz, CD3OD): delta= 8.50 – 8.54 (m, 1 H), 8.35 (d, J= 2.4 Hz, 1 H), 7.31 – 7.41 (m, 5 H), 5.16 (s, 2 H), 4.63 (s, 2 H), 4.34 – 4.38 (m, 1 H), 4.21 – 4.25 (m, 1 H), 3.72 – 3.77 (m, 1 H), 3.63 – 3.67 (m, 1 H), 3.01 – 3.07 (m, 1 H), 2.46 – 2.54 (m, 1 H), 1.80 – 1.93 (m, 3 H), 1.61 – 1.71 (m, 1 H). MS (ESI): M/Z (M+l): 419.1.

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, (3-Chloropyrazin-2-yl)methanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Hao; KIM, Ronald M.; LIU, Jian; GAO, Xiaolei; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; LIU, Shilan; YANG, Chundao; WANG, Hongjian; WO2014/113932; (2014); 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. 22047-25-2, name is Acetylpyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 22047-25-2

The synthetic procedure used in this preparation is outlined below in Scheme D. To a solution of 1-pyrazin-2-yl-ethanone (2.0 g, 15.85 mmol) and ammonium acetate (19.337 g, 158.5 mmol) in methanol (50 mL) was added sodium cyanoborohydride (0.7 g, 11.1 mmol) in one portion. The reaction mixture was stirred overnight at room temperature. After removal of methanol, water (20 mL) was added to the residue and the resulting solution was basified by addition of sodium hydroxide to pH=13. The aqueous solution was extracted with dicholromethane and the combined organic phase was dried over sodium sulfate. Removal of the solvent under reduced pressure afforded 14.62 g of 1-pyrazin-2-yl-ethylamine, yield: 75%. MS (M+H)=124.

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Broka, Chris Allen; Hawley, Ronald Charles; US2010/324056; (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. 14508-49-7, name is 2-Chloropyrazine, A new synthetic method of this compound is introduced below., Computed Properties of C4H3ClN2

General procedure: A 10 mL round-bottom flask was charged with the prescribedamount of catalyst Pd/Cu, aryl chlorides (0.5 mmol), phenylboronicacids containing hydroxymethyl (0.75 mmol), Cs2CO3 (1.0 mmol)and dioxane (5 mL) in air. The reaction mixture was then placedin an oil bath and heated at 110 C for 24 h. After removal of thesolvent, the resulting residue was purified by flash chromatographyon silica gel using CH2Cl2 as eluent. The products 4a-k, and4m are known compounds [6,9] except for 4l and 4n.

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; Xu, Chen; Li, Hong-Mei; Wang, Zhi-Qiang; Fu, Wei-Jun; Inorganica Chimica Acta; vol. 423; 1; (2014); p. 11 – 15;,
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. 6905-47-1, name is 2-Amino-6-methoxypyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. name: 2-Amino-6-methoxypyrazine

The 3-amino-2-chloro-5-methoxypyrazine used as a starting material were prepared asfollows :-N-Chlorosuccinimide (1.7 g) was added portionwise to a solution of 2-amino-6-methoxypyrazine (S K Vohra et al, J. Org. Chem., 1979,44,1128; 1.6 g) in chloroform(26 ml) and the resultant mixture was stirred at ambient temperature for 3 hours. Silica gel(10 g) was added and the solvents were evaporated. The residue was purified by columnchromatography on silica gel using methylene chloride as eluent. There were thus obtained inturn :- 2-amino-3,5-dichloro-6-methoxypyrazine (0.253 g); NMR Spectrum: (CDC13) 3.95(s, 3H), 4.83 (m, 2H); Mass Spectrum: M+ET1″ 194; a sample of 3-amino-2-chloro-5-methoxypyrazine that was contaminated with succinimide and 5-amino-2-chloro-3-methoxypyrazine (0.339 g); NMR Spectrum: (CDC13) 3.95 (s, 3H), 4.27 (m, 2H), 7.32(s, 1H); Mass Spectrum: M+H* 160. The fraction containing 3-amino-2-chloro-5-methoxypyrazine was purified further by column chromatography on silica gel eluting with a10:1 mixture of petroleum ether (b.p. 40-60C) and ethyl acetate. There was thus obtainedpurified material (0.94 g); NMR Spectrum: (CDC13) 3.87 (s, 3H), 4.82 (m, 2H), 7.36 (s, 1H);Mass Spectrum: M+H+ 160.

The synthetic route of 6905-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/108711; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem