Category: 923282-39-7

Synthetic Route of 923282-39-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.923282-39-7, name is 7-Chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine, molecular formula is C6H5ClN4, molecular weight is 168.58, as common compound, the synthetic route is as follows.

Compound 77: 76 (0.3 g, 0.84 mmol) was added to a solution containing 9 (0.14 g, 0.84 mmol) and Hunig’s base (0.7 mL, 4.2 mmol) in DMF (5 mL). The reaction mixture was heated to 90 C. and stirred for 1 hour. The reaction mixture was cooled to room temperature. The reaction mixture was diluted with H2O and extracted the aqueous layer with EtOAc. Combined the organics, dried with MgSO4, filtered, and concentrated. The crude residue was purified by column chromatography on silica gel using 5% CH3CN in EtOAc to afford 77 (0.11 g, 31%), ES (+) MS m/e=421 (M+1).

The chemical industry reduces the impact on the environment during synthesis 923282-39-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sunesis Pharmaceuticals, Inc.; US2007/27166; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 923282-39-7 ,Some common heterocyclic compound, 923282-39-7, molecular formula is C6H5ClN4, 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.

Compound 13.1 (100 mg, 0.59 mmol, 1.00 eq.) was dissolved in 5 mL of CH3CN. Then Na2C03 (190 mg, 1.79 mmol, 3.00 eq.) and compound 1.2 (229 mg, 0.89 mmol, 1.50 eq.) were added. The reaction was stirred overnight at 80 C in an oil bath. The resulting mixture was concentrated in vacuo, diluted with 10 mL of H20 and extracted with 3×20 mL of EtOAc. Organic layers were combined and concentrated in vacuo. The crude product was purified by preparative HPLC to furnish 150 mg (80%) of I-13 as a white solid. LC-MS (ESI, m/z): [M+H]+ = 317; 1H- NMR (400 MHz, MeOD): delta 8.23 (s, 1H), 7.88 (s, 1H), 4.86 (s, 1H), 4.20-4.35 (m, 8H), 3.73-3.75 (d, 3H), 3.33 (s, 1H), 2.64-2.66 (d, 3H), 2.32-2.38 (m, 4H), 2.21-2.24 (s, 2H), 1.95-2.11 (m, 4H), 1.44-1.61 (m, H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,923282-39-7, its application will become more common.

Reference:
Patent; NIMBUS IRIS, INC.; ROMERO, Donna; ROBINSON, Shaughnessy; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine C.; BOYCE, Sarah; (135 pag.)WO2017/4133; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 923282-39-7, 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. 923282-39-7, name is 7-Chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

Example 4: Preparation of N-[2-[3-methoxy-4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl] ethyl]-1 – methyl-pyrazolo[4,3-d]pyrimidin-7-amine (1-10) To a solution of 2-[3-methoxy-4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl]ethanamine (0.39 g, 1 .2 mmol) in acetonitrile (30 ml.) was added triethylamine (1 .5 g, 4.8 mmol). The solution was stirred for 5 min at room temperature at which time 7-chloro-1 -methyl-pyrazolo[4,3-d]pyrimidine (0.25 g, 1 .2 mmol) was added. The reaction mixture was stirred at room temperature overnight. Water was added and was extracted with ethyl acetate (3x). The combined organic layers were washed with water, dried over Na2S04 and concentrated in vacuo. The residue was purified by HPLC to provide 85 mg (0.19 mmol, 17%) of the product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,923282-39-7, 7-Chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BASF SE; BASF SCHWEIZ AG; GRAMMENOS, Wassilios; CRAIG, Ian Robert; BOUDET, Nadege; MueLLER, Bernd; DIETZ, Jochen; LAUTERWASSER, Erica May Wilson; LOHMANN, Jan Klaas; MONTAG, Jurith; WO2013/113715; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 923282-39-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.923282-39-7, name is 7-Chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine, molecular formula is C6H5ClN4, molecular weight is 168.58, as common compound, the synthetic route is as follows.

Compound 10: To a solution of 3 (0.33 g, 1.0 mmol) and Hunig’s base (0.52 mL, 3.0 mmol) in 3 mL of DMF was added 9 (0.169 g, 1.0 mmol). The resulting mixture was heated and stirred at 90 C. for 1 hour. After the reaction was cooled to room temperature, water was added and washed with ethyl acetate (×3). The combined organics were washed with brine, dried (MgSO4), and concentrated under reduced pressure. The crude residue was purified by prep RP-HPLC. The fractions containing pure compound were consolidated and concentrated. The residue thus obtained was lyophilized under high-vacuum to yield 10 (59 mg, 9%) as the bis TFA salt. 1H NMR (d6-DMSO) delta 3.10-3.13 (m, 2H) 3.90-3.92 (m, 2H) 4.33 (s, 3H) 7.19 (s, 1H) 7.36 (m, 1H) 7.51-7.55 (m, 1H) 7.62-7.64 (m, 1H) 8.01 (s, 1H) 8.16 (s, 1H) 8.72 (s, 1H) 9.02 (bs, 1H) 9.57 (s, 1H); ES (+) MS m/e=463 (M+1).

Statistics shows that 923282-39-7 is playing an increasingly important role. we look forward to future research findings about 7-Chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine.

Reference:
Patent; Sunesis Pharmaceuticals, Inc.; US2007/27166; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 923282-39-7 ,Some common heterocyclic compound, 923282-39-7, molecular formula is C6H5ClN4, 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 solution of 2-[3-methoxy-4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl]ethanamine (0.39 g, 1.2 mmol) in acetonitrile (30 mL) was added triethylamine (1.5 g, 4.8 mmol). The solution was stirred for 5 min at room temperature at which time 7-chloro-1-methyl-pyrazolo[4,3-d]pyrimidine (0.25 g, 1.2 mmol) was added. The reaction mixture was stirred at room temperature overnight. Water was added and was extracted with ethyl acetate (3*). The combined organic layers were washed with water, dried over Na2SO4 and concentrated in vacuo. The residue was purified by HPLC to provide 85 mg (0.19 mmol, 17%) of the product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,923282-39-7, its application will become more common.

Reference:
Patent; BASF SE; Grammenos, Wassilios; Craig, Ian Robert; Boudet, Nadege; Mueller, Bernd; Dietz, Jochen; Lauterwasser, Erica May Wilson; Lohmann, Jan Klaas; Montag, Jurith; US2014/371065; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia