Pyrazines

Related Products of 54409-13-1,Some common heterocyclic compound, 54409-13-1, name is 6-(Methylamino)pyrazine-2-carboxylic acid, molecular formula is C6H7N3O2, 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.

Example 168 6-methylamino-pyrazine-2-carboxylic acid-(1-{[5-(4-fluoro-2-trifluoromethyl-phenylamino)-pyridin-2-ylmethyl]-carbamoyl}-cyclopropyl)-amide 61 mg (0.40 mmol) 6-methylamino-pyrazine-2-carboxylic acid, 162 mg (0.40 mmol) 1-amino-cyclopropanecarboxylic acid [5-(4-fluoro-2-trifluoromethyl-phenylamino)-pyridin-2-ylmethyl]-amide hydrochloride and 167 muL (1.20 mmol) triethylamine were placed in 7 mL THF and 1 mL DMF, combined with 154 mg (0.48 mmol) TBTU and then stirred for 4 days at ambient temperature. The THF was distilled off and the residue was purified by chromatography (RP with eluant gradient, eluant: water and acetonitrile with formic acid). Then the fractions containing product were made alkaline with potassium carbonate solution. The acetonitrile was distilled off and the residue was extracted with ethyl acetate. The organic phases were dried on sodium sulphate, freed from the solvent and triturated with diisopropylether. Yield: 34% of theory C23H21F4N7O2 (503.45) mass spectroscopy (ESI): [M+H]+=504

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-(Methylamino)pyrazine-2-carboxylic acid, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2010/240669; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 2882-21-5, 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. 2882-21-5, name is 2-Methoxy-6-methylpyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-methoxy-6-methylpyrazine (21.3 g, 171.6 mmol) in AcOH (150 mL) was added NaB02-H202-3H20 (31.7 g, 205.9 mmol). The mixture was stirred at 80C for 16 hours. The mixture was cocentrated in vacuo and diluted with 2 M aq. NaOH (300 mL). The mixture was extracted with EtOAc (200 mL chi 4). The organic layer was washed with brine (100 mL), dried over Na2S04 and concentrated in vacuo to give 3-methoxy-5-methylpyrazine 1-oxide (14.4 g, 60% yield).

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-Methoxy-6-methylpyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (157 pag.)WO2018/78038; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 77168-85-5, name is Methyl 5-chloro-6-methylpyrazine-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. SDS of cas: 77168-85-5

A mixture of methyl 5-chloro-6-methylpyrazine-2-carboxylate (3.00 g, 16.1 mmol), 2,2,2-trifluoroethanol (32.2 g, 322 mmol), and potassium carbonate (3.33 g, 24.1 mmol) in DMF (30 mL) is stirred at 60 oC for 2 hours. After cooling to rt, the mixture is filtered off, and the filtrate is diluted with EtOAc (300 mL). The organic layer is washed with water (100 mLx3) and dried over sodium sulfate. After filtration, the filtrate is concentrated in vacuo. The residue is purified by column chromatography on silica gel eluting EtOAc to give 3.91 g (97 percent yield) of the title compound as a white solid. MS (ESI) m/z: 251 (M+H) +.

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

Reference:
Patent; RAQUALIA PHARMA INC.; YAMAGISHI, Tatsuya; KAWAMURA, Kiyoshi; MORITA, Mikio; WO2013/161308; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 38557-71-0, These common heterocyclic compound, 38557-71-0, name is 2-Chloro-6-methylpyrazine, 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 suspension of 2-chloro-6-methylpyrazine (24 g, 186.7 mmol) in anhydrous MeOH (240 mL) was added NaOMe (12.1 g, 224 mmol). The mixture was stirred at 60-70C for 16 hours. The mixture was cooled and filtered. The filtrate was concentrated in vacuo to give 2- methoxy-6-methylpyrazine (22 g, 95% yield). H NMR (CDCI3400 MHz): (5 7.98 (s, 1 H), 7.94 (s, 1 H), 3.91 (s, 3H), 3.40 (s, 3H). LC-MS: tR = 1.47 min (method 14), m/z = 124.8 [M + H]+.

Statistics shows that 2-Chloro-6-methylpyrazine is playing an increasingly important role. we look forward to future research findings about 38557-71-0.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (159 pag.)WO2018/78042; (2018); 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. 213019-67-1, name is 3-(Trifluoromethyl)pyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows., name: 3-(Trifluoromethyl)pyrazin-2-amine

To 3-(trifluoromethyl)pyrazin-2-amine (0.020 g, 0.12 mmol, Oakwood) in CH2Cl2 (0.5 mL) was added N-bromosuccinimide (0.022 g, 0.12 mmol) and the reaction was stirred overnight. The reaction mixture was partitioned between DCM and water, and the aqueous portion was extracted with three portions of DCM. The combined organic extracts were dried over Na2SO4, filtered, and concentrated. The product was purified by flash chromatography, eluting with a gradient from 0-25% EtOAc in hexanes to afford a white crystalline solid (0.013 g, 44%). 1H NMR (400 MHz, CDCl3) delta 8.44-8.23 (s, 1H), 5.22-4.98 (s, 2H). 19F NMR (376 MHz, CDCl3) delta -65.04–69.69 (s).

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 213019-67-1.

Reference:
Patent; Incyte Corporation; Shepard, Stacey; Combs, Andrew P.; Falahatpisheh, Nikoo; Shao, Lixin; (96 pag.)US2019/276435; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 5910-89-4, A common heterocyclic compound, 5910-89-4, name is 2,3-Dimethylpyrazine, molecular formula is C6H8N2, 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 2,3-dimethylpyrazine (2Og, 18.5mmol), selenium dioxide (41.06g, 37mmol) and diatomeous earth (2Og) in EtOAc (500ml) was stirred and heated at 700C for 220 hours. The mixture was allowed to cool and the insoluble matter was removed by filtration through diatomeous earth. The filtrate was washed with saturated aqueous sodium hydrogen carbonate solution and then saturated aqueous sodium chloride solution, dried (MgSO4) and the solvent removed by evaporation. The residue was suspended in water (100ml) and hydroxylamine (45ml of a 50% aqueous solution) was added. The mixture was stirred at25 ambient temperature for 18 hours and the mixture then extracted with EtOAc. The extracts were combined, washed with saturated aqueous sodium chloride solution, dried (MgSO4) and the solvent removed by evaporation. The residue was triturated with isohexane to give 3- methylpyrazine-2-carboxaldehyde oxime (9.65g, 38%); NMR Spectrum 2.67 (s, 3H), 8.23 (s, IH), 8.45-8.49 (m, 2H), 11.87 (s, IH).

The synthetic route of 5910-89-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/100461; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 77168-85-5, These common heterocyclic compound, 77168-85-5, name is Methyl 5-chloro-6-methylpyrazine-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.

Water (500ml) and Compound ll-a (85.0 g) were changed into a flask and the mixture was agitated for 10 to 20 minutes. Potassium Phosphate (127g) and toluene (500ml) were charged into the reaction. The batch was agitated until all solids were dissolved. The aqueous was split and the organic phase was concentrated to about 170ml or less if possible under vacuum. 1-Methyl-2- pyrrolidinone (NMP) (204 ml) was charged to the batch, which was further concentrated to about 300 ml under vacuum. The batch was cooled to below O0C. To the batch, Compound ll-b (5Og) and N, N diisopropylethylamine (60ml) were charged. The batch was heated to 9O0C for about 17 hours unti. the reaction was completed. The batch was concentrated under vacuum at 8O0C until no distillate came out. The batch was cooled to 20 0C. Water (255 ml) and TBME (510 ml) were added into the batch. The mixture was agitated and phases were separated in a separation funnel. The organic layer was washed again with 250 ml of water. The combined aqueous layer was back extracted with 200 ml of TBfVIE. The combined organic iayer was washed with 0.5N HCi (100 ml). The batch was concentrated at vacuum unti. 255ml TBME (510 mi) was charged info the batch and concentrated to 250 mi. After cooling to Q- 1O0C, a solution of 2-isopropanol hydrochloride solution (5-6N1 170ml) was added under 250C and the solution was agitated at 15-25 0C for 20 hours. TBME (255 ml) was charged into the batch and agitated at 25 0C for 2 hours. The batch was filtrated and washed with a mixture of T8ME/2-Isopropanol. (200 ml, 2/1 v/v). The wet cake was dried at vacuum oven at 50 0C to give 65.0 g (77percent) of the white solid. 1H NMR(400 MHz in CD3OD): 8.86 (S5 1 H)1 4.83(S, 2H), 3.94(m, 4H); 3.53 (m, 3H); 3.24 (t, 1 H); 2.99 (dd, 1 H); 2.66 (S5 3H)1 1.82 (m, 2H); 1.11 (m, 6H). 13C NMR (400 Mhe, CD3OD): delta 165.3; 160.4; 152.4;143.3; 139.2′ 58.3; 53.8; 53.8; 51.5; 49.9, 25.1 ; 21.4; 17.1 , 10.6.

Statistics shows that Methyl 5-chloro-6-methylpyrazine-2-carboxylate is playing an increasingly important role. we look forward to future research findings about 77168-85-5.

Reference:
Patent; SCHERING CORPORATION; WO2009/79490; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 446286-90-4, 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. 446286-90-4, name is 2-Bromo-5-(piperazin-1-yl)pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2-bromo-5-(piperazin-1-yl)pyrazine (458 mg, 1.88 mmol), 2-iodopropane (479 mg, 2.82 mmol) and K2C03 (518 mg, 3.76 mmol) in MeCN (10 mL) was stirred at 60 C overnight. Concentrated and purified by silica gel column (MeOH/EA = 1:10) to give the titleproduct (388 mg, yield 72%). MS (ES+) C11H17BrN4 requires: 284, found: 285[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, 2-Bromo-5-(piperazin-1-yl)pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; BROOIJMANS, Natasja; BRUBAKER, Jason, D.; FLEMING, Paul, E.; HODOUS, Brian, L.; KIM, Joseph, L.; WAETZIG, Josh; WILLIAMS, Brett; WILSON, Douglas; WILSON, Kevin, J.; (347 pag.)WO2017/181117; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 5910-89-4, These common heterocyclic compound, 5910-89-4, name is 2,3-Dimethylpyrazine, 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.

The S-2-[3-(3-methylpyrazin-2-yl)isoxazol-5-yl]pyrrolidine starting material was prepared as follows: A mixture of 2,3-dimethylpyrazine (2Og, 18.5mmol), selenium dioxide (41.06g,25 37mmol) and diatomeous earth (2Og) in EtOAc (500ml) was stirred and heated at 7O0C for 2 hours. The mixture was allowed to cool and the insoluble matter was removed by filtration through diatomeous earth. The filtrate was washed with saturated aqueous sodium hydrogen carbonate solution and then saturated aqueous sodium chloride solution, dried (MgSO4) and the solvent removed by evaporation. The residue was suspended in water (100ml) and30 hydroxylamine (45ml of a 50% aqueous solution) was added. The mixture was stirred at ambient temperature for 18 hours and the mixture then extracted with EtOAc. The extracts were combined, washed with saturated aqueous sodium chloride solution, dried (MgSO4) and the solvent removed by evaporation. The residue was triturated with isohexane to give 3- EPO methylpyrazine-2-carboxaldehyde oxime (9.65g, 38%); NMR Spectrum 2.67 (s, 3H), 8.23 (s, IH), 8.45-8.49 (m, 2H), 11.87 (s, IH).

The synthetic route of 5910-89-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/109026; (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. 5521-61-9, name is 6-Methylpyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., Application In Synthesis of 6-Methylpyrazine-2-carboxylic acid

Step 2: methyl 5-(6-methylpyrazine-2-carboxamido)bicyclo[3.2.11 octane-l-carboxylateTo a solution of methyl 5-aminobicyclo[3.2.1 ]octane- l -carboxylate (0.98 g, 5.36 mmol) and 6-methylpyrazine-2-carboxylic acid (0.89 g, 6.45 mmol) in DCM (30 mL) and TEA (2 mL) was added PyBOP (3.35 g, 6.44 mmol). After stirring at room temperature overnight, water (30 mL) was added and the mixture was extracted with DCM (3 x 50 mL). The combined organic layer was washed with Sat. NaHC0 (50 mL) and brine (50 mL), dried over a2S04 and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate: 1/1 ) to afford 1 .28 g (79percent) of methyl 5-(6-methylpyrazine-2-carboxamido)bicyclo[3.2.1]octane-l -carboxylate as an off- white solid. ESI-MS m/z: 304 (M+H)+.

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; H. LUNDBECK A/S; LI, Guiying; ZHOU, Hao; WEISS, Jesse; DOLLER, Dario; FORD, James; WO2012/88365; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem