Category: 5521-61-9

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 5521-61-9 as follows. SDS of cas: 5521-61-9

INTERMEDIATE 71 PREPARATION OF (6-METHYLPYRAZIN-2-YL)METHANOL To a solution of 6-methylpyrazine-2-carboxylic acid (8.00 g, 58.0 mmol) in N,N- dimethylformamide (50 mL) were added Cs2CO3 (37.8 g, 116 mmol) and iodomethane (12.3 g, 87.0 mmol). After being stirred overnight at room temperature, the reaction mixture was quenched with water (100 mL) and extracted with EtOAc (5 x 150 mL). The combined organic layers were washed with brine (100 mL), dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was then diluted with water (50 mL). NaBH4 (12.5 g, 330 mmol) was added portionwise at 0 C. After addition, the resulting mixture was stirred at room temperature for 30 min, cooled to 0 C, diluted with water (150 mL) and extracted with EtOAc (8 x 100 mL). The combined organic layers were washed with brine (200 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to afford the title compound (2.9 g, crude) as a yellow solid.1H NMR (400 MHz, DMSO-d6) delta 8.50 (s, 1H), 8.42 (s, 1H), 5.55 (t, J = 5.8 Hz, 1H), 4.59 (d, J = 5.5 Hz, 2H), 2.47 (s, 3H).

According to the analysis of related databases, 5521-61-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DENALI THERAPEUTICS INC.; BONANOMI, Giorgio; ESTRADA, Anthony A.; FENG, Jianwen A.; FOX, Brian; LESLIE, Colin Philip; LYSSIKATOS, Joseph P.; NAPOLITANO, Carmela; POZZAN, Alfonso; SUDHAKAR, Anantha; SWEENEY, Zachary K.; TONELLI, Federica; DE VICENTE FIDALGO, Javier; (232 pag.)WO2017/96301; (2017); 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

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., HPLC of Formula: C6H6N2O2

Example 14: 6-.Meth lA^(1^ yl)pyrazjne~2-carboxamideExample 14 was prepared from intermediate 2-A by amidation reaction with 6-meih lpyrazine- 2-carboxylic acid, as follows:To a solution of 2-A (80 nig, 0.35 nimol) and 6~nieih> pymzine-2-carboxylic acid (58 mg, 0.42 mmol) in DMF (5 ml.) was added DOHA (92 mg, 0.70 mmol) and HATU (338 mg, 0.70 mmol) under a. After stirring at room iemperature for an hour, the reaction was quenched with brine and extracted with ethyl acetate (3 x 20 ml..). The combined organic phase was washed with brine, dried over NajS(¾ and concentrated under reducced pressure. The residue was purified by Prep HPLC to yield 78 mg (64percent) of the title ompound, 6-raefh Iota-lambda’-((1 R,5S)-5-(r ridm-2- as an off-white solid. .H NMR (500 MHz, CDCI3); S 9.18 (s, 1 E), 8.60 (s, IH), 8.55 (4 J * 4.7 Hz, 1.H), 7.94 (s. 1 H), 7.62 (m, 1 H), 7.38 (d,J- 7.8 Hz, IH), 7.19 (m, 1 H), 2.60 (s, 3H), 2.53 {<1, J- 10.7 ¾ I H), 2.25 (m, IH), 2.18 - 1.70 (in, 10H); RSI-MS m/z: 347 (M+B)'*'. The synthetic route of 5521-61-9 has been constantly updated, and we look forward to future research findings. Reference:
Patent; H. LUNDBECK A/S; LI, Guiying; DOLLER, Dario; WO2013/40535; (2013); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 5521-61-9, These common heterocyclic compound, 5521-61-9, name is 6-Methylpyrazine-2-carboxylic acid, 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.

INTERMEDIATE 71 PREPARATION OF (6-METHYLPYRAZIN-2-YL)METHANOL To a solution of 6-methylpyrazine-2-carboxylic acid (8.00 g, 58.0 mmol) in N,N- dimethylformamide (50 mL) were added Cs2CO3 (37.8 g, 116 mmol) and iodomethane (12.3 g, 87.0 mmol). After being stirred overnight at room temperature, the reaction mixture was quenched with water (100 mL) and extracted with EtOAc (5 x 150 mL). The combined organic layers were washed with brine (100 mL), dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was then diluted with water (50 mL). NaBH4 (12.5 g, 330 mmol) was added portionwise at 0 °C. After addition, the resulting mixture was stirred at room temperature for 30 min, cooled to 0 °C, diluted with water (150 mL) and extracted with EtOAc (8 x 100 mL). The combined organic layers were washed with brine (200 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to afford the title compound (2.9 g, crude) as a yellow solid.1H NMR (400 MHz, DMSO-d6) delta 8.50 (s, 1H), 8.42 (s, 1H), 5.55 (t, J = 5.8 Hz, 1H), 4.59 (d, J = 5.5 Hz, 2H), 2.47 (s, 3H).

The synthetic route of 5521-61-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DENALI THERAPEUTICS INC.; BONANOMI, Giorgio; ESTRADA, Anthony A.; FENG, Jianwen A.; FOX, Brian; LESLIE, Colin Philip; LYSSIKATOS, Joseph P.; NAPOLITANO, Carmela; POZZAN, Alfonso; SUDHAKAR, Anantha; SWEENEY, Zachary K.; TONELLI, Federica; DE VICENTE FIDALGO, Javier; (232 pag.)WO2017/96301; (2017); 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., HPLC of Formula: C6H6N2O2

0.50 g (3.62 mmol) of 6-methylpyrazine-2-carboxylic acid was added to 1.88 g of polyphosphoric acid.0.33 g (3.62 mmol) of hydrazinecarbothioamide was added portionwise. It was stirred for 1 h at 140°C. After cooling down to 100 °C, water (6 mL) was added dropwise. After cooling to 0 °C, aqueous ammonium hydroxide solution (25percent, 4 mL) was added till a pH value of 12 was achieved. The precipitate was collected by filtration, washed with water and dried under reduced pressure at 50 °Caffording 476 mg (68percent of theory) of the title compound.?H-NMR (400MHz, DMSO-d6): 6 [ppm]= 2.53 (s, 3H), 7.68 (s, 2H), 8.54 (s, 1H), 9.05 (s, 1H).LC-MS (Method 1): R = 0.61 mm; MS (ESipos): m/z = 194 [M+H].

The synthetic route of 5521-61-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; THEDE, Kai; BENDER, Eckhard; SCOTT, William; RICHTER, Anja; ZORN, Ludwig; LIU, Ningshu; MOeNNING, Ursula; SIEGEL, Franziska; GOLZ, Stefan; HAeGEBARTH, Andrea; LIENAU, Philip; PUEHLER, Florian; BASTING, Daniel; SCHNEIDER, Dirk; MOeWES, Manfred; GEISLER, Jens; WO2015/140195; (2015); 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 5521-61-9 as follows. name: 6-Methylpyrazine-2-carboxylic acid

INTERMEDIATE 71 PREPARATION OF (6-METHYLPYRAZIN-2-YL)METHANOL To a solution of 6-methylpyrazine-2-carboxylic acid (8.00 g, 58.0 mmol) in N,N- dimethylformamide (50 mL) were added Cs2CO3 (37.8 g, 116 mmol) and iodomethane (12.3 g, 87.0 mmol). After being stirred overnight at room temperature, the reaction mixture was quenched with water (100 mL) and extracted with EtOAc (5 x 150 mL). The combined organic layers were washed with brine (100 mL), dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was then diluted with water (50 mL). NaBH4 (12.5 g, 330 mmol) was added portionwise at 0 C. After addition, the resulting mixture was stirred at room temperature for 30 min, cooled to 0 C, diluted with water (150 mL) and extracted with EtOAc (8 x 100 mL). The combined organic layers were washed with brine (200 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to afford the title compound (2.9 g, crude) as a yellow solid.1H NMR (400 MHz, DMSO-d6) delta 8.50 (s, 1H), 8.42 (s, 1H), 5.55 (t, J = 5.8 Hz, 1H), 4.59 (d, J = 5.5 Hz, 2H), 2.47 (s, 3H).

According to the analysis of related databases, 5521-61-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DENALI THERAPEUTICS INC.; BONANOMI, Giorgio; ESTRADA, Anthony A.; FENG, Jianwen A.; FOX, Brian; LESLIE, Colin Philip; LYSSIKATOS, Joseph P.; NAPOLITANO, Carmela; POZZAN, Alfonso; SUDHAKAR, Anantha; SWEENEY, Zachary K.; TONELLI, Federica; DE VICENTE FIDALGO, Javier; (232 pag.)WO2017/96301; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 5521-61-9, name is 6-Methylpyrazine-2-carboxylic acid, 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. Quality Control of 6-Methylpyrazine-2-carboxylic acid

Step 5: 5-|(6-Meth l-p razine-2-carbonyl)-amino|-bicyclo|3.2.1joctane-l-carboxylic acid ethyl ester5-Amino-bicyclo[3.2.1 ]octane- l -carboxylic acid ethyl ester (0.5 g, 2.53 mmol) was dissolved in methylene chloride (10.0 mL, 156 mmol). 6-Methylpyrazine-2-carboxylic acid (0.35 g, 2.53 mmol), benzotriazol- 1 -yloxytris(dimethylamino)phosphonium hexafluorophosphate ( .12 g, 2.53 mmol) and triethylamine (0.71 mL. 5.07 mmol) in methylene chloride (10.0 mL, 156 mmol) were added. The mixture was stirred at rt for 2 hours. The mixture was concentrated under reduced pressure. The resulting residue was purified on the Co b FI sh J system (hexane/ethyl acetate: 100/0 to 30/70 in 8 min, then hexane/ethyl acetate: 30/70) to afford 0.60 g (75percent) of the desired product. ESI-MS m/z: 3 18 (M + H)+

The synthetic route of 6-Methylpyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

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

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., category: Pyrazines

General procedure: Under argon, a stirred solution of appropriate carboxylic acid (0.37 mmol, 1.0 eq.) and Et3N (0.48 mmol, 1.3 eq.) in dry THF (7 mL) was cooled to -10 °C. Ethyl chloroformate (0.55 mmol, 1.5 eq.) was dropwise added and the resulting mixture was stirred for 2 h. Afterward, a solution of sodium azide (0.63 mmol, 1.7 eq.) in water (2 mL) was added in one portion. After 1 h at -10 °C, the reaction was found to be complete (TLC) and was quenched into iced water (5 mL). The mixture was extracted with EtOAc (3 * 10 mL) and the combined organic layers were successively dried over MgSO4, filtered and evaporated under reduced pressure. The crude acyl azide was placed in dry toluene (20 mL) and the mixture heated at reflux for 1 h to give the corresponding crude isocyanate. The latter was dissolved in dry dioxane (7 mL) prior to adding the amine 4 (0.37 mmol, 1.0 eq.). The solution was heated at reflux for 24 h. The reaction mixture was cooled to room temperature and the volatiles were removed to dryness in vacuum at 40 °C. The dark residue was purified by silica gel chromatography column (CH2Cl2/MeOH 99/1) to afford the desired valmerins.

The synthetic route of 5521-61-9 has been constantly updated, and we look forward to future research findings.