Category: 88625-24-5

Adding a certain compound to certain chemical reactions, such as: 88625-24-5, name is 5-Chloropyrazine-2-carbaldehyde, 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 88625-24-5, Safety of 5-Chloropyrazine-2-carbaldehyde

A solution of 5-chloropyrazine-2-carbaldehyde (5.20 g, 36.5 mmol) in 50 mL of methanol was cooled to O0C. Sodium borohydride (1.45 g, 38.3 mmol) was added and the reaction mixture was allowed to stir at ambient temperature for 3 hour. Saturated aqueous ammonium chloride (5 mL) was added, and the methanol was removed in vacuo. The resulting residue was dissolved in ethyl acetate (50 mL) and washed with aqueous sodium bicarbonate (2 x 50 mL) and brine (50 mL). The combined organic extracts were dried, filtered and concentrated in vacuo to provide the title compound that gave a proton NMR spectra consistent with theory.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloropyrazine-2-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2009/134668; (2009); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 88625-24-5, 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. 88625-24-5 name is 5-Chloropyrazine-2-carbaldehyde, 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.

2) N,N-dimethylformamide (10 mL) was added to 5-chloropyrazine-2-carbaldehyde (500 mg), methyl 2,2-dimethyl-3-{[4-methyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan- 2-yl)pyridin-2-yl]oxy}propanoate (1410 mg) and 2N aqueous sodium carbonate solution (5.26 mL), and after replacing the atmosphere with nitrogen, palladium chloride (dppf) methylene chloride complex (143 mg) was added to the mixture and the resulting mixture was stirred at 65C for 2 hours. To the reaction mixture were added ethyl acetate and water, and the liquids were separated. After filtration with Celite, the organic layer was separated, washed with water and then with a saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane: ethyl acetate=100:0 to 70:30) to obtain methyl 3-{[5-(5-formylpyrazin-2-yl)-4-methylpyridin- 2-yl]oxy}-2,2-dimethylpropanoate (855 mg). MS (m/z): 330 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloropyrazine-2-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; SAKURAI, Osamu; SARUTA, Kunio; HAYASHI, Norimitsu; GOI, Takashi; MOROKUMA, Kenji; TSUJISHIMA, Hidekazu; SAWAMOTO, Hiroaki; SHITAMA, Hiroaki; IMASHIRO, Ritsuo; WO2012/81736; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 88625-24-5, A common heterocyclic compound, 88625-24-5, name is 5-Chloropyrazine-2-carbaldehyde, molecular formula is C5H3ClN2O, 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.

3,3-Difluoroazetidine hydrochloride [CAS RN: 288315-03-7] (436 mg, 3.37 mmol,1.6 eq), 5-chloropyrazine-2-carbaldehyde [CAS RN: 88625-24-5] (300 mg,2.11 mmol, 1.0 eq) and sodium triacetoxyborohydride (1.47 g, 6.74 mmol,3.2 eq) were suspended in 20 mL 1,2-dichloroethane. Then, triethylamine (0.59mL, 4.21 mmol, 2.0 eq) was added and the reaction mixture was stirred at rtovernight. Then, water was added and the resulting phases were separated by the use of a Whatman filter. The volatile components of the organic phase were removed in vacuo and the crude material was purified via preparative MPLC (Biotage Isolera; 25 g SNAP cartridge: hexane/ethyl acetate 9/1 -> hexane/ethyl acetate 1/1) to give 330mg (70% yield of theory) of the title compound.UPLC-MS (Method 1): R = 0.65 mm; MS (EI0): m/z = 220 [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; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; SIEMEISTER, Gerhard; HEINRICH, Tobias; PRECHTL, Stefan; STOeCKIGT, Detlef; ROTTMANN, Antje; WO2015/113927; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 88625-24-5, These common heterocyclic compound, 88625-24-5, name is 5-Chloropyrazine-2-carbaldehyde, 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.

Step 2. To the residue from Step 1 was added solid sodium bicarbonate (1012 mg, 5 equiv) and 5-chloropyrazine-2-carbaldehyde (400 mg, 1.2 equiv) and DMF (8 mL). The mixture was stirred at 60 C for 18 hours then cooled and poured into water and the mixture neutralized with 1 M HCl. Extraction first with ether then with ethyl acetate gave an organic fraction that was washed four times with water, then dried on anhydrous sodium sulfate, filtered and concentrated in vacuo to give an orange solid that was carried forward crude: [MH]+ m z 318.

The synthetic route of 88625-24-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CERNAK, Timothy, A.; BALKOVEC, James, M.; NARGUND, Ravi, P.; REITER, Maud; SPERBECK, Donald, M.; DYKSTRA, Kevin, D.; YU, Yang; DREHER, Spencer; MALONEY, Kevin, M.; WU, Zhicai; DEVITA, Robert, J.; VERRAS, Andreas; WO2012/9217; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 88625-24-5, name is 5-Chloropyrazine-2-carbaldehyde, 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 88625-24-5, Product Details of 88625-24-5

2,2,2-Trif[uoro-N-methy[ethanamine [CAS RN: 2730-67-8] (254 mg, 2.25 mmo[,1.6 eq), 5-ch[oropyrazine-2-carba[dehyde [CAS RN: 88625-24-5] (200 mg,1 .40 mmo[, 1 .0 eq) and sodium triacetoxyborohydride (952 mg, 4.49 mmo[,3.2 eq) were suspended in 20 mL 1,2-dichioroethane. Then, triethylamine (0.39mL, 2.81 mmo[, 2.0 eq) was added and the reaction mixture was stirred at rt overnight. Then, water was added. After stirring for 10 mm, the resulting phases were separated by the use of a Whatman filter. The volatile components of the organic phase were removed in vacuo and the crude material was purified via preparative MPLC (Biotage Isolera; 25 g SNAP cartridge: hexane/ethyl acetate9/1 -> hexane/ethyl acetate 1/1) to give 100 mg (29% yield of theory) of the title compound.UPLC-MS (Method 1): R = 1.13 mm; MS (EI0): m/z = 240 [M+H].1H-NMR (400 MHz, DMSO-d6): oe [ppm] = 2.39 (5, 3H), 3.37 (q, 2H), 3.92 (5, 2H),8.50 (d, 1H), 8.74 (d, 1H).

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, 5-Chloropyrazine-2-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; SIEMEISTER, Gerhard; HEINRICH, Tobias; PRECHTL, Stefan; STOeCKIGT, Detlef; ROTTMANN, Antje; WO2015/113927; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 88625-24-5, 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. 88625-24-5, name is 5-Chloropyrazine-2-carbaldehyde belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 19 ethyl { l-i”5-(“5-formylpyrazin-2-vl)pyrimidin-2-yl]piperidin-4-vnacetateTo a mixture of ethyl {l-[5-(4,4,5,5-tetramethyl-l ,3,2-dioxaborolan-2-yi)pyrimidin-2- yl]piperidin-4-yl} acetate (Intermediate 18), 0.5 g, 1.33 mmol, 1.00 equiv), 5-chJoropyrazine-2- carbaldehyde (0.377 g, 2.66 mmol, 2.00 equiv), tetrakis (0.231 g, 0.2 mmol, 0.15 equiv) and Na2P¾ (2.66 mL, 2.0 M, 4.0 equiv) was added DME (13.0 mL)/EtOH (8.0 mL). The reaction mixture was degassed and purged with nitrogen with stirring for 10 min followed by MW at 120 C for 20 min. Solvent evaporated and mixture diluted with water and extracted 3x with EtOAc. The organic layers were combined, dried over MgS04 and concentrated in vacuo. The residue was purified by eluting through a silica gel column with a 0-70% EtOAc/Hexane solvent system to provide product ethyl { l-[5-(5-formylpyrazin-2-yi)pyrimidin-2-yl]piperidin-4-yl}acetate. LC- MS (ES, m/z) CisH21N503: 355; Found: 356 [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, 5-Chloropyrazine-2-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; BALKOVEC, James, M.; KRIKORIAN, Arto, D.; GUIADEEN, Deodial; YANG, Ginger; JIAN, Tianying; WU, Zhicai; YU, Yang; NARGUND, Ravi, P.; VACHAL, Petr; DEVITA, Robert, J.; HE, Shuwen; LAI, Zhong; BLEVIS-BAL, Radhika, M.; CERNAK, Timothy, A.; SPERBECK, Donald, M.; HONG, Qingmei; WO2012/96813; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 88625-24-5, 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. 88625-24-5 name is 5-Chloropyrazine-2-carbaldehyde, 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.

2) N,N-dimethylformamide (10 mL) was added to 5-chloropyrazine-2-carbaldehyde (500 mg), methyl 2,2-dimethyl-3-{[4-methyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan- 2-yl)pyridin-2-yl]oxy}propanoate (1410 mg) and 2N aqueous sodium carbonate solution (5.26 mL), and after replacing the atmosphere with nitrogen, palladium chloride (dppf) methylene chloride complex (143 mg) was added to the mixture and the resulting mixture was stirred at 65C for 2 hours. To the reaction mixture were added ethyl acetate and water, and the liquids were separated. After filtration with Celite, the organic layer was separated, washed with water and then with a saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane: ethyl acetate=100:0 to 70:30) to obtain methyl 3-{[5-(5-formylpyrazin-2-yl)-4-methylpyridin- 2-yl]oxy}-2,2-dimethylpropanoate (855 mg). MS (m/z): 330 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloropyrazine-2-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; SAKURAI, Osamu; SARUTA, Kunio; HAYASHI, Norimitsu; GOI, Takashi; MOROKUMA, Kenji; TSUJISHIMA, Hidekazu; SAWAMOTO, Hiroaki; SHITAMA, Hiroaki; IMASHIRO, Ritsuo; WO2012/81736; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 88625-24-5, name is 5-Chloropyrazine-2-carbaldehyde, 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. Computed Properties of C5H3ClN2O

To a solution of 5-chloropyrazine-2-carbaldehyde (500 mg, 3.51 mmol) in CH2Cl2 (10 mL) was added (diethylamino)difluorosulfonium tetrafluoroborate (2.0 g, 8.77 mmol) and triethylamine trihydrofluoride (0.57 mL, 3.51 mmol). The reaction mixture was stirred for 18 hours at ambient temperature. The reaction mixture was diluted with water and was extracted with CH2Cl2. The organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. Purification of the residue via column chromatography (SiO2, heptane:ethyl acetate 0~65%) gave the title (200 mg, 1.22 mmol, 35% yield). 1H NMR (500 MHz, DMSO-d6) delta ppm 9.00 – 8.93 (m, 1H), 8.86 (q, J = 1.1 Hz, 1H), 7.17 (t, J = 54.0 Hz, 1H); MS (ESI+) m/z 186 (M+Na)+.

The synthetic route of 5-Chloropyrazine-2-carbaldehyde has been constantly updated, and we look forward to future research findings.

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. 88625-24-5, name is 5-Chloropyrazine-2-carbaldehyde, A new synthetic method of this compound is introduced below., category: Pyrazines

4,4-Difluoropiperidine hydrochloride [CAS RN: 144230-52-4] (495 mg, 3.14 mmol,1.6 eq), 5-chloropyrazine-2-carbaldehyde [CAS RN: 88625-24-5] (280 mg,3.14 mmol, 1.0 eq) and sodium triacetoxyborohydride (1.32 g, 6.29 mmol,3.2 eq) were suspended in 17 mL 1,2-dichloroethane. Then, triethylamine (0.55mL, 3.93 mmol, 2.0 eq) was added and the reaction mixture was stirred at rtovernight. Then, water was added and the resulting phases were separated bythe use of a Whatman filter. The volatile components of the organic phase wereremoved in vacuo and the crude material was purified via preparative MPLC (Biotage Isolera; 25 g SNAP cartridge: hexane/ethyl acetate 9/1 -> hexane/ethyl acetate 1/1) to give 320mg (63% yield of theory) of the title compound.UPLC-MS (Method 1): R = 0.56 mm; MS (EI0): m/z = 248 [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; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; SIEMEISTER, Gerhard; HEINRICH, Tobias; PRECHTL, Stefan; STOeCKIGT, Detlef; ROTTMANN, Antje; WO2015/113927; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 88625-24-5, name is 5-Chloropyrazine-2-carbaldehyde, 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 88625-24-5, Product Details of 88625-24-5

A solution of 5-chloropyrazine-2-carbaldehyde (5.20 g, 36.5 mmol) in 50 mL of methanol was cooled to O0C. Sodium borohydride (1.45 g, 38.3 mmol) was added and the reaction mixture was allowed to stir at ambient temperature for 3 hour. Saturated aqueous ammonium chloride (5 mL) was added, and the methanol was removed in vacuo. The resulting residue was dissolved in ethyl acetate (50 mL) and washed with aqueous sodium bicarbonate (2 x 50 mL) and brine (50 mL). The combined organic extracts were dried, filtered and concentrated in vacuo to provide the title compound that gave a proton NMR spectra consistent with theory.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloropyrazine-2-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2009/134668; (2009); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem