The chemical industry reduces the impact on the environment during synthesis 62802-38-4, I believe this compound will play a more active role in future production and life.
Synthetic Route of 62802-38-4, 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.62802-38-4, name is 5-Bromo-2-fluoropyrimidine, molecular formula is C4H2BrFN2, molecular weight is 176.9745, as common compound, the synthetic route is as follows.
To a solution of 5-ethyl-4-nitro-1H-pyrazole (350 mg, 2.5 mmol) and 3,4- dihydro-2H-pyran (319 mg, 3.8 mmol) in DCM (20 mE) at 0 C was addedp-TsOH(43 mg, 0.25 mmol), and the mixture was stirred at 0 C for lh and then at rt overnight. DCM (100 mL) was added, and the mixture was washed with water and brine, dried over Na2 SO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluting with petroleum ether/EtOAc (10:1 to 1:1) to afford a mixture of 3-ethyl-4-nitro-1- (tetrahydro-2H-pyran-2-yl)- 1JJ-pyrazole and 5 -ethyl-4-nitro- 1 -(tetrahydro-2H-pyran-2-yl)- 1H- pyrazole.; To a solution of 3-ethyl-4-nitro-1-(tetrahydro-2H-pyran-2-yl)-1JJ-pyrazole and5-ethyl-4-nitro-1-(tetrahydro-2H-pyran-2-yl)-1ff-pyrazole (557 mg, 2.5 mmol) in MeOH (20 mE) at 0C was added 10 % Pd/C (50 mg), and the mixture was stirred under H2 overnight at rt. DCM (20 mE) was added and the mixture was filtered through the Celite. The filtrate was concentrated under reduced pressure to afford a mixture of 3-ethyl-1-(tetrahydro-2H-pyran-2- yl)- 1H-pyrazol-4-amine and 5-ethyl-i -(tetrahydro-2H-pyran-2-yl)- 1H-pyrazol-4-amine, which was used in the next step without further purification; To a solution of 3-ethyl-1-(tetrahydro-2H-pyran-2-yl)-iH-pyrazol-4-amine, – ethyl-1-(tetrahydro-2J1-pyran-2-yl)-1H-pyrazol-4-amine (252 mg, 1.03 mmol) and 5-bromo-2- fluoro-pyrimidine (166 mg, 0.94 mmol) in DMSO (7 mL) was added DIEA (243 mg, 1.88 mmol), and the mixture was stirred at 100 C for 1.5 h. DCM (100 mE) was added, and the mixture was washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluting with petroleum ether EtOAc (10:1 to 2:1) to afford a mixture of 5-bromo-N-(3 -ethyl-i -(tetrahydro-2H-pyran-2-yl)- 1H-pyrazol-4-yl)pyrimidin-2-amine and 5-bromo-N-(5-ethyl- i -(tetrahydro-2H-pyran-2-yl)- 1H- pyrazol-4-yl)pyrimidin-2-amine.
The chemical industry reduces the impact on the environment during synthesis 62802-38-4, I believe this compound will play a more active role in future production and life.
Reference:
Patent; PLEXXIKON INC.; HOLLADAY, Mark W.; LIU, Gang; (267 pag.)WO2017/19804; (2017); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia