Electric Literature of 848841-62-3, A common heterocyclic compound, 848841-62-3, name is 4-(6-Bromopyrazin-2-yl)morpholine, molecular formula is C8H10BrN3O, 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.
19b) 1-CHLORO-4- (6-MORPHOLIN-4-VL-PVRAZIN-2-YL)-ISOQUINOLINE A solution of 4-BROMO-1-CHLORO-ISOQUINOLINE (400 mg, 1.65 MMOL) in THF (20 mL) is cooled TO-72¡ãC. A solution of n-BuLi (2.5 M in hexanes) (0.80 mL, 2 MMOL) is added dropwise and the reaction temperature maintained AT-70 ¡ãC~-68¡ãC FOR 30min. ZnBr2 (408 mg, 1.91 MMOL) is dissolved in THF (6 mL) and is transferred to above mixture slowly at-70 ¡ãC. The solution is stirred 40 min at-70 ¡ãC, then warmed to room temperature by removing the cooling bath. Pd (PPh3) 4 (190 mg, 0.164 MMOL) in 6ML THF and 4-(6-BROMO-PYRAZIN-2-YL)- morpholine (400 mg, 1.65 MMOL) in THF (4 mL) are added to the reaction mixture dropwise, then the solution is heated to 60 ¡ãC for 30 min and then kept at rt overnight. The reaction mixture is diluted with ethyl acetate, washed with sat. NH4CI . then brine, and dried over sodium sulfate. The solution is concentrated until white solid came out from solution. The solid is collected by filtration, washed with ether and dried under vacuum. 300 mg of 1- CHLORO-4- (6-MORPHOLIN-4-YL-PYRAZIN-2-YL)-ISOQUINOLINE IS obtained. Yield was 56percent. MS/ESI+, M+1 = 327
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; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/28444; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem