Category: 138588-41-7

138588-41-7, name is Pyrazine-2-carboximidamide hydrochloride, 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: C5H7ClN4

A mixture of diethyl 2-(2,4,6-trifluorophenyl)malonate (U.S. Pat. No. 6,156,925) (870 mg, 3.0 mmol), 2-pyrazinecarboxamidine hydrochloride (500 mg, 3.15 mmol), and 600 mg of tributylamine is stirred under nitrogen atmosphere at 180 C. for 1 h and cooled to room temperature. The mixture is cooled to room temperature and treated with 1.0 N hydrochloric acid. The precipitates are collected by filtration, washed with water and dried to give 2-pyrazin-2-yl-5-(2,4,6-trifluorophenyl)pyrimidine-4,6-diol as a tan solid (401 mg), which is used directly in the next step.

The synthetic route of 138588-41-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; US2005/75357; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 138588-41-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 138588-41-7 name is Pyrazine-2-carboximidamide hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A solution of 1-(4,5-difluoro-2-methoxy-phenyl)piperidin-4-one (250 mg, 1.03 mmol) andDMFDMA (1 mL) in acetonitrile (9 mL) was heated with stuffing at 90 C for 2 hrs. The reactionmixture was concentrated in vacuo and the residue was dissolved in EtOH (lOmL). To the solution was added pyrazine-2-carboxamidine hydrochloride (160 mg, 1.01 mmol) and potassium carbonate (279 mg, 2M2 mmol), After being heated with stirring at 90 C overnight, the reaction mixture was cooled to rt and purified by prep-HPLC to give 6-(3,4-difluoro-5-methoxy-phenyl)-2-pyrazin-2-yl-7 ,8-dihydro-5H-pyrido [4,3-d]pyrimidine (30 mg). ?H NMR (400MHz, CDC13): oe 9.75 (s, 1H), 8.81 (s, 1H), 8.78-8.70 (m, 2H), 6.50-6.38 (m, 2H), 4.42 (s, 2H), 3.95 (s, 3H), 3.65 (t, 2H), 3.31 (t, 2H). MS obsd. (ESf?) [(M+H)]: 356.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Pyrazine-2-carboximidamide hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Min; YANG, Song; (208 pag.)WO2016/107832; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

138588-41-7, name is Pyrazine-2-carboximidamide hydrochloride, 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. Safety of Pyrazine-2-carboximidamide hydrochloride

A stirred mixture of 5-(bromo-p-fluorophenyl-acetyl)-1-isopropyl-3-methyl-1, 3- dihydro-benzoimidozol-2-one (8) (0.5 g, 1.23 mmol), pyrazine-2-carboxamidine hydrochloride (0.395 g, 2,49 mmol), cesium carbonate (1.22 g, 3.74 mmol) and DMF (4.0 mL) was heated to 60 C. After 1 hour, the reaction was determined to be complete by LCMS. The reaction was cooled to room temperature and diluted with water (40 mL). After stirring for 1 hour, the crude suspension was filtered and the solids were purified by flash chromatography (diethyl ether, followed by ethyl acetate to afford 40 mg of the title compound (MAPKi No.2) as a light tan solid.

The synthetic route of 138588-41-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.?; WO2005/60967; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 138588-41-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 138588-41-7 name is Pyrazine-2-carboximidamide hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of Example 1G (0.750 g, 2.28 mmol) in isopropanol (20 mL) was added pyrazine-2-carboximidamide hydrochloride (1.09 g, 6.85 mmol) and piperidine (0.678 g, 6.85 mmol). The reaction mixture was heated at 95 C. for 72 hours. The cooled solution was diluted with saturated aqueous NaH2PO4 and extracted with ethyl acetate. The organic fraction was concentrated

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Pyrazine-2-carboximidamide hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; AbbVie Inc.; Reata Pharmaceuticals, Inc.; Donner, Pamela; Wagner, Rolf; Shanley, Jason; Heyman, Howard; Krueger, Allan; Chen, Hui-Ju; Rozema, Michael; Grampovnik, David; Visnick, Melean; Anderson, Eric; Jiang, Xin; Bender, Christopher F.; Bolton, Gary Louis; Caprathe, Bradley William; Lee, Chitase; Roark, William Howard; US2015/225397; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 138588-41-7, These common heterocyclic compound, 138588-41-7, name is Pyrazine-2-carboximidamide hydrochloride, 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.

A mixture of ethyl 3-cycloheptyl-3-oxo-2-(2,4,6-trifluorophenyl)propanoate (649 mg, 1.9 mmol) and 2-pyrazinecarboxamidine hydrochloride (452 mg, 2.85 mmol) in 1.5 mL of tributylamine is stirred under nitrogen atmosphere at 160 C. for 4 h. The mixture is cooled to room temperature and the excess of tributylamine is decanted off. The residue is washed with hexanes and chromatographed over silica gel, eluding with 10% methanol in ethyl acetate. Concentration provides 6-cycloheptyl-2-pyrazin-2-yl-5-(2,4,6-trifluorophenyl)pyrimidin-4-ol as a light yelllow solid. MS: m/z 401.2 (M+H).

The synthetic route of 138588-41-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; US2005/75357; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

138588-41-7, name is Pyrazine-2-carboximidamide hydrochloride, 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. Recommanded Product: 138588-41-7

A mixture of 2-(2,4,6-trifluoro-phenyl)-malonic acid diethyl ester (200 g, 0.67 mol), pyrazine-2-carboxamidine hydrochloride (132 g, 0.828 mol) and potassium carbonate (114 g, 0.828 mol) in 2-methyoxyethyl ether (diglyme, 600 mL) is heated to 120 C. and stirred for 4 h, then heated to 140 C. and stirred for an additional 2 h. The mixture is cooled to room temperature (25-30 C.) and water (1200 mL) is added over about 15 min. Acetic acid (50 g) is added over 15 min. and 82 ml of concentrated HCl is added over 15 min and the mixture is stirred for about 15 min. at room temperature at a pH of about 2-3. The solid is filtered and washed with water (2×400 mL) and isopropyl alcohol (IPA) (400 mL) and dried at 60 C./10 mmHg for 24 h to give a white solid 69% yield with 95% HPLC purity. 1H NMR (DMSO-d6): d 12.45 (bs, 2H), 9.41 (s,1H), 8.91 (s,1H), 8.46 (m, 1 H), 7.23 (m, 2H).

The synthetic route of 138588-41-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; US2006/281760; (2006); 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. 138588-41-7, name is Pyrazine-2-carboximidamide hydrochloride, A new synthetic method of this compound is introduced below., Application In Synthesis of Pyrazine-2-carboximidamide hydrochloride

[0106] A mixture of diethyl 2-(2,4,6-trifluorophenyl)malonate (250 mg, 0.861 mmol), 2- pyrazinecarboxamidine hydrochloride (144 mg, 0.904 mmol, 1.05 equiv), and tributylamine (221 mu., [172 mg], 1.08 equiv) was stirred under nitrogen atmosphere at 180 C for 1 h in a sealed tube. The mixture was cooled to room temperature and treated with 1.0 N hydrochloric acid. The precipitates were collected by filtration, washed with water and dried to give 2-pyrazin-2-yl-5- (2,4,6-trifluorophenyl)pyrimidine-4,6-diol as a dark tan solid (163 mg), which was used directly in the next step. [0107] A mixture of 2-pyrazin-2-yl-5-(2,4,6-trifluorophenyl)pyrimidine-4,6-diol (163 mg) in phosphorous oxychloride (2.03 mL, 21.9 mmol, 43 equiv) and 2,6-lutidine (404 muIota_,, 3.51 mmol, 6.9 equiv) was heated at 1 10 C for 16 h in a sealed tube. The excess phosphorous oxychloride was removed in vacuo, and the resulting residue was dissolved in ethyl acetate. The organic layer was washed with water and saturated sodium chloride, dried over sodium sulfate, and concentrated. The residue was purified by silica gel chromatography over silica gel, eluting with a gradient of 20% ethyl acetate in hexanes to 33% ethyl acetate in hexanes. Concentration provided 104 mg of the title compound as a light yellow solid (32% over two steps). -NMR (500 MHz; CDC13): delta 9.73 (s, 1H), 8.84 (s, 1H), 8.77 (s, 1H), 6.88-6.84 (m, 2H) ppm.

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; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; BALLATORE, Carlo; BRUNDEN, Kurt, R.; HOYE, Adam, T.; LEE, Virginia, M.y.; SMITH, Amos, B.; TROJANOWSKI, John, Q.; WO2014/47257; (2014); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 138588-41-7, A common heterocyclic compound, 138588-41-7, name is Pyrazine-2-carboximidamide hydrochloride, molecular formula is C5H7ClN4, 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.

1,8-diazabicyclo[5.4.0]undec-7-ene (DBU; 14.4 g, 0.0944 mol) is added to a mixture of 2-(2,4,6-triflorophenyl)malonic acid diethyl ester (14.3 g, 0.0472 mol) and pyrazine-2-carboxamidine hydrochloride (9.00 g, 0.0566 mol) in 1-methyl-2-pyrrolidinone (NMP; 50 mL) solvent. The resulting mixture is heated to 95 C. while stirring for 7 hours. The mixture is cooled to about 50 C. and then HCl solution (37%, 5.6 mL) is added dropwise, keeping the temperature below 50 C. The mixture is then allowed to cool to about 20 C. Water (50 mL) is added dropwise over 20 minutes, causing the product to precipitate as a solid from the mixture (20-25 C.). The solid is collected by filtration, and the product cake is washed with water (300 mL). The solid is allowed to dry at 23 C. under atmospheric pressure for 24 hours, giving a yellow solid (11.5 g, 97% HPLC area, 76% yield. 1H NMR (DMSO-d6): d 12.45 (bs, 2H), 9.41 (s,1H), 8.91 (s,1H), 8.46 (m, 1 H), 7.23 (m, 2H).

The synthetic route of 138588-41-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; US2006/281760; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 138588-41-7, 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 138588-41-7 as follows.

EXAMPLE 263 1-Isopropyl-3-methyl-5-(2-pyrazin-2-yl-5-m-tolyl-1H-imidazol-4-yl)-1,3-dihydro-benzoimidazol-2-one A stirred mixture of 5-(bromo-m-tolyl-acetyl)-1-isopropyl-3-methyl-1,3-dihydro-benzoimidazol-2-one (prepared as described in example 142, 0.5 gm, 1.25 mmol), pyrazine-2-carboxamidine hydrochloride (0.395 gm, 2,49 mmol) cesium carbonate (1.22 gm, 3.74 mmol) and DMF (4.0 mL) was heated to 60 C. After 1 hour, the reaction was determined to be complete by LCMS. The reaction was cooled to room temperature and diluted with water (40 mL). After stirring for 1 hour, the crude suspension was filtered and the solids were purified by flash chromatography (diethyl ether, followed by ethyl acetate) to afford 40 mg of the title compound as a light tan solid. MS (M+1)=425.1

According to the analysis of related databases, 138588-41-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; US2003/92749; (2003); 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 138588-41-7 as follows. 138588-41-7

7-chloro-N,N,9-trimethyl-2-pyrazin-2-yl-9H-pyrimido[4,5-b]indole-4-carboxamide 0.6 g (26 mmol) of sodium was dissolved under nitrogen in 150 ml of absolute ethanol. Next, 1.2 g (7.6 mmol) of pyrazine-2-carboxamidine hydrochloride was added. After stirring for 1 h 30 min, the residual insoluble part was isolated by filtration and the filtrate was concentrated under reduced pressure. 150 ml of dichloromethane was added and the mixture was filtered. The filtrate was concentrated under reduced pressure. Added to the residue were 100 ml of xylene, then 0.24 g (0.80 mmol) of 2-(2,6-dichloro-1-methyl-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide, obtained according to step 1.2. from example 1. The mixture was heated under reflux for 18 h. It was then cooled and concentrated under reduced pressure. Dichloromethane, water and a (1M) aqueous solution of sodium hydroxide was added. The organic phase was decanted, washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column with a mixture of solvents (dichloromethane/ethyl acetate: 80/20 to 0/100, then ethyl acetate/methanol: 100/0 to 95/5). The compound obtained was recrystallized in an ethyl acetate/methanol mixture, it was isolated by filtration, rinsed with diethyl ether and dried under reduced pressure. 0.070 g of 7-chloro-N,N,9-trimethyl-2-pyrazin-2-yl-9H-pyrimido[4,5-b]indole-4-carboxamide was isolated in the form of a white solid. M.P.: 272-273 C. LC/MS: M+H=367 1H NMR (CDCl3, 200 MHz): 9.9 (s, 1H); 8.9 (d, 1H); 8.7 (d, 1H); 8.1 (d, 1H); 7.6 (d, 1H); 7.4 (dd, 1H); 4.1 (s, 3H); 3.4 (s, 3H); 3.1 (s, 3H).

According to the analysis of related databases, 138588-41-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI-AVENTIS; US2008/125410; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem