Month: January 2021

Related Products of 313339-92-3, 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 313339-92-3 as follows.

Example 35 Preparation of 5-((1R,2S)-2-aminocyclohexylamino)-3-(tetrahydro-2H-pyran-4-ylamino)pyrazine-2-carboxamide The title compound was prepared according to the synthetic scheme illustrated below: To the solution of 3,5-dichloropyrazine-2-carbonitrile (2.00 g, 11.5 mmol) in 30 mL NMP were added tert-butyl (1S,2R)-2-aminocyclohexylcarbamate (2.71 g, 12.6 mmol) and DIEA (4.07 mL, 13.8 mmol). The mixture was stirred at RT for 1.5 h. To it was poured 300 mL water. After stirring vigorously for 2 h, the solid was isolated by filtration, washed with water and dried in vacuum oven for overnight to afford tert-butyl (1S,2R)-2-(6-chloro-5-cyanopyrazin-2-ylamino)cyclohexylcarbamate in quantitative yield.

According to the analysis of related databases, 313339-92-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Portola Pharmaceuticals, Inc.; Song, Yonghong; Xu, Qing; Jia, Zhaozhong J.; Kane, Brian; Bauer, Shawn M.; Pandey, Anjali; US2013/131040; (2013); A1;,
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 274-79-3 as follows. Safety of Imidazo[1,2-a]pyrazine

Step 2 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine Imidazo[1,2-a]pyrazine 4b (500 mg, 4.20 mmol) was dissolved in 5 mL of 2-methoxyethanol, followed by addition of platinum dioxide (100 mg, 0.36 mmol), and the reactor was purged with hydrogen for three times. After stirring for 12 hours, the reaction mixture was filtered. The filtrate was concentrated under reduced pressure to obtain 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine 4c (200 mg, yield 38.7%) as a yellow oil. MS m/z (ESI): 124.1 [M+1]

According to the analysis of related databases, 274-79-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JIANGSU HANSOH PHARMACEUTICAL CO., LTD.; Tang, Peng Cho; Li, Xin; Li, Xiangqin; Chen, Yang; Wang, Bin; Zhu, Zhe; US2013/131068; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 14508-49-7, These common heterocyclic compound, 14508-49-7, name is 2-Chloropyrazine, 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.

General procedure: A mixture of 2-chloropyrazine (1mmol), 4-ethylphenylboronic acid or 4-methoxy-phenyl boronic acid (1.5mmol), K2CO3 (3mmol), Pd(OAc)2 (0.03mmol), water (2mL) and ethanol (6mL) was stirred at 90C in air for 24h. The reaction mixture was extracted with ethyl acetate, then the combined organic layers were washed with water, dried over MgSO4, filtered, and the solvent was removed on a rotary evaporator. The products were isolated by flash chromatography on silica gel with CH2Cl2 as eluent. The characterization data for 1: Yield: 87%.

Statistics shows that 2-Chloropyrazine is playing an increasingly important role. we look forward to future research findings about 14508-49-7.

Reference:
Short Survey; Xu, Chen; Wang, Zhi-Qiang; Yuan, Xiao-Er; Han, Xin; Xiao, Zhi-Qiang; Fu, Wei-Jun; Ji, Bao-Ming; Hao, Xin-Qi; Song, Mao-Ping; Journal of Organometallic Chemistry; vol. 777; (2015); p. 1 – 5;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 723286-68-8, 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. 723286-68-8, name is Ethyl 5,6,7,8-Tetrahydro-1,2,4-triazolo[4,3-a]pyrazine-3-carboxylate belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

General procedure: General procedure B A solution of amino nucleophile (3 equiv.), triethylamine (10 equiv.), and Intermediate 1 (1 equiv.) was stirred in dioxane and water (2:1 ratio) at 90 C until complete consumption of starting material was observed by LC/MS. The solution was diluted withiN hydrochloric acid and dichloromethane. The layers were then separated and thelayer was extracted with dichloromethane. The organics were combined, dried over magnesium sulfate, filtered, and the solvent was removed in vacuo. Purification yielded theproduct The title compound was prepared following general procedure B, except ethyl 5,6,7, 8-tetrahydro- [1 ,2,4]triazo lo [4,3 -a]pyrazine-3 -carboxylate (4 equiv.) was the aminereactant, and the reaction was run in THF. The workup was carried out in dichloromethane and brine. The crude material was purified via silica gel chromatography utilizing a 0-10% methanolldichloromethane gradient to deliver the desired compound, Compound 1-115 (42 mg, 37% yield) as a solid.1H-NMR (400 MHz, CDC13) oe 8.47 (d, 1H), 8.35 (d, 1H), 7.40 (s, 1H), 7.21-7.16(m, 1H), 7.01 (t, 1H), 6.95 (t, 1H), 6.84 (t, 1H), 6.65 (d, 1H), 5.98 (s, 2H), 5.35 (s, 2H), 4.59 (t, 2H), 4.48 (q, 2H), 4.30 (t, 2H), 1.44 (t, 3H).

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, Ethyl 5,6,7,8-Tetrahydro-1,2,4-triazolo[4,3-a]pyrazine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NAKAI, Takashi; MOORE, Joel; PERL, Nicholas Robert; IYENGAR, Rajesh R.; MERMERIAN, Ara; IM, G-Yoon Jamie; LEE, Thomas Wai-Ho; HUDSON, Colleen; RENNIE, Glen Robert; JIA, James; RENHOWE, Paul Allen; BARDEN, Timothy Claude; YU, Xiang Y; SHEPPECK, James Edward; IYER, Karthik; JUNG, Joon; WO2014/144100; (2014); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 143591-61-1, 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. 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 50;Tert-butyl 4-(3-(2-fluoro-4-(methylsulfonyl)phenylamino)imidazo[l,2- a]pyrazin-8-yl)piperazine-l-carboxylateStep 1: Tert-butyl 4-(3-bromoimidazo[l,2-a]pyrazin-8-yl)piperazine-l-carboxylate[0382] A mixture of tert-butyl piperazine-1-carboxylate (9.7 mmol) and 3- bromo-8-chloroimidazo[l,2-a]pyrazine (4.3 mmol) in 10 mL DMSO was heated to 100 0C for 45 minutes. The reaction mixture was cooled down to room temperature, and quenched with water. The mixture was rinsed into a seperatory funnel and extracted with ethyl acetate (3×50 mL). Combined organics were washed with water, brine and dried over Na2SO4, filtered and concentrated in vacuo to give tert-butyl 4-(3-bromoimidazo[l,2-a]pyrazin-8-yl)piperazine-l-carboxylate as tan solid (1.5 g).

The synthetic route of 3-Bromo-8-chloroimidazo[1,2-a]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KALYPSYS, INC.; KAHRAMAN, Mehmet; SMITH, Nicholas, D.; BONNEFOUS, Celine; NOBLE, Stewart, A.; PAYNE, Joseph, E.; WO2010/88518; (2010); A2;,
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. 23688-89-3, name is 6-Chloropyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 6-Chloropyrazine-2-carboxylic acid

SOCl2 (0.71 mL, 2.84 mmol) and DMF (0.025 mL) were added dropwise to a suspension of 6-chloro-pyrazine -2-carboxylique acid (0.450 g, 2.84 mmol) in toluene (1 mL) and the RM was stirred at 80-90C for 2 h. The solvent was evaporated off under reduced pressure and the residue was dissolved in THF (10 mL) and acetone ( 20 mL), cooled to 0 under argon atmosphere, pyridine ( 0.689 mL, 8.52 mmol), a solution of 4-(trifluoromethoxy)aniline (0.593 mL, 4.42 mmol) in acetone (5 mL) and DMF (1 mL) were added and the RM was stirred at RT overnight. The mixture was treated with aq. 1M HC1 (40 mL) and extracted with EtOAc/TBME (1 :4). The combined extracts were washed with aq. 1M HC1, water, brine and dried over MgSC and the solvent was evaporated off under reduced pressure. The residue was purified by flash chromatography (Silica gel column, 25 g, cyclohexane / EtOAc from 5% to 30% EtOAc) and afforded 6-chloro-N-(4-(trifluoromethoxy)phenyl)pyrazine-2-carboxamide as a yellow oil of which (50 mg, 0.157 mmol), pyrimidin-5-ylboronic acid (39.0 mg, 0.315 mmol), Pd(PPh3)2Cl2 (6.63 mg, 0.0094 mmol), Na2C03 (66.7 mg, 0.630 mmol), DME (668 muGamma), water (191 muGamma) and EtOH (95 mu) was stirred at 80-85C for 1 h. The RM was diluted with THF (2 mL), stirred overnight with Si-Thiol (Silicycle, 124 mg, 0.157 mmol), filtered and the filtrate was evaporated off under reduced pressure to give the crude product which was purified by flash chromatography (Silica gel column, 4 g, DCM / EtOAc + 0.1% NH4OH from 20% to 80% EtOAc+ 0.1% NH4OH) Crystallization from MeOH afforded the title product as white needles. UPLC-MS (Condition 1) tR= 2.68 min, m/z =362.0 [M+H]+, m/z = 360.0 [M-H]”; XH-NMR (400 MHz, DMSO-d6) d ppm 7.45 (d, J=8.6 Hz, 2 H) 8.01 (d, J=9.0 Hz, 2 H) 9.35 (s, 1 H) 9.38 (s, 1 H) 9.69 (s, 1 H) 9.88 (s, 2 H) 10.85 (s, 1 H) .

The synthetic route of 23688-89-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GROTZFELD, Robert Martin; JONES, Darryl Brynley; MANLEY, Paul; MARZINZIK, Andreas; MOUSSAOUI, Saliha; PELLE, Xavier Francois Andre; SALEM, Bahaa; SCHOEPFER, Joseph; WO2013/171641; (2013); 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. 109-08-0, name is 2-Methylpyrazine, A new synthetic method of this compound is introduced below., SDS of cas: 109-08-0

Example 10 Synthesis of (1-CYANOCYCLOPROPYL)-3-PYRAZIN-2-YLMETHANESULFONYL-2 (R)- (2, 2, 2-TRIFLUORO-1 (S)- 4-fluorophenylethylamino) propionamide AND N-(1-CYANOCYCLOPROPYL)-3-PYRAZIN-2-YLMETHANE- SULFONYL-2 (R)- (2, 2, 2-TRIFLUORO-L (R)-4-FLUOROPHENYLETHYLAMINO) propionamide STEP 1 A mixture of 2-methylpyrazine (7.0 g, 74.4 mmol), N-CHLOROSUCCINAMIDE (12.6 g, 94.4 MMOL), and benzoyl peroxide (0.1 g, 0.41 mmol) in carbon tetrachloride (200 mL) was heated to reflux for 16 h. The resulting dark heterogeneous solution was filtered, the filtrate concentrated, and the residue purified by flash chromatography (EtOAC/hexanes) to give 2-chloromethyl- pyrazine.

The synthetic route of 109-08-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AXYS PHARMACEUTICALS, INC.; WO2005/28429; (2005); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 13301-04-7, 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 13301-04-7 as follows.

The compound 3,6-dibromopyrazine-2-carboxylic acid methyl ester 3b (12.0 g, 40.8 mmol) was dissolved in tetrahydrofuran (120 mL). The N2 was replaced 3 times, and the dry ice acetone was cooled to -70 C, DIBAL-H solution (81.6 mL, 122.4 mmol) was added dropwise, and the reaction was carried out at -70 C for 1 hour.The system was quenched by the addition of 1M hydrochloric acid, ethyl acetate was added and stirred for 20 min. Filtration, the filtrate was separated and the aqueous was extracted with ethyl acetate.The organic phase was combined, washed once with saturated brine and dried over anhydrous sodium sulfate, dried under reduced pressure to give the title compound 3c (8.0g, 30.3mmol) using a rotary evaporator, the yield was 74.3 %

According to the analysis of related databases, 13301-04-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Huahuituo Pharmaceutical Technology Co., Ltd.; Zhejiang Huahai Pharmaceutical Co., Ltd.; Xu Xin; Zhang Tian; Li Yunfei; Wang Guan; Zhu Weibo; Li Qiang; Qu Minkai; Zhang Linli; Song Jinqian; Liu Lei; Chen Haiji; Liu Qiang; Wang Yijin; Ge Jian; (67 pag.)CN109535164; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 6863-73-6, 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. 6863-73-6, name is 3-Chloropyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows.

Bromoacetaldehyde diethyl acetal (200 ml_, 1.3 mol) and a solution of 48% HBr (48 ml) are heated at reflux for 1.5 hours, then poured onto a suspension of NaHCO3 (10Og) in propan-2-ol (1.6 L). The resulting solid is filtered off and 2-amino-3-chloropyrazine (51.8 g, 0.4 mol) is added to the solution then heated to reflux, during which time a clear solution forms which precipitates over 2 hours. The reaction mixture is cooled and allowed to stand overnight, and the solid may be collected by filtration and washed with propan-2-ol and Et2O. The solid is added to a saturated solution of NaHCO3 (500 ml.) and DCM (1 L). The aqueous layer is separated from the organic solvent and re-extracted with DCM (2 x 250 mL). The organic layers are combined and dried over MgSO4, filtered and evaporated to dryness, to afford a light brown solid. The propan-2-ol and Et2O liquors from washing the filter cake, are evaporated to give a pale brown solid which is washed with a saturated solution of NaHCO3 and extracted with DCM (X 3). The two solids were combined to afford compound 8-chloro-imidazo[l,2-a]pyrazine (59.1 g, 96%).

The chemical industry reduces the impact on the environment during synthesis 3-Chloropyrazin-2-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BIOFOCUS DPI LIMITED; WO2009/24585; (2009); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 5900-13-0, These common heterocyclic compound, 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine, 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.

5-(dimethylphosphoryl)-3-methoxypyrazin-2-amine (0495) To a solution of 5-bromo-3-methoxypyrazin-3-ylamine (0.204 g, 1.00 mmol) in 4 mL DMF was added dimethylphosphine oxide (0.171 g, 1.10 mmol), palladium acetate (11.0 mg, 0.0490 mmol), XANTPHOS (35.0 mg, 0.0600 mmol), and potassium phosphate (0.233 g, 1.10 mmol). The mixture was purged with nitrogen, and subjected to microwaves at 150 C. for 20 minutes. The reaction mixture was concentrated and purified by silica gel chromatography (0-10% 7N ammonia in methanol:dichloromethane) to afford the desired product (126 mg, 63% yield).

Statistics shows that 5-Bromo-3-methoxypyrazin-2-amine is playing an increasingly important role. we look forward to future research findings about 5900-13-0.

Reference:
Patent; ARIAD PHARMACEUTICALS, INC.; Wang, Yihan; Huang, Wei-Sheng; Liu, Shuangying; Shakespeare, William C.; Thomas, Ranny M.; Qi, Jiwei; Li, Feng; Zhu, Xiaotian; Kohlmann, Anna; Dalgarno, David C.; Romero, Jan Antoinette C.; Zou, Dong; US2015/225436; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem