反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 120 °C
PROCEDURE
实验过程
A mixture of 9-bromo-8-fluoro-2-(2-isopropyl-5-methyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulene (320 mg, 0.788 mmol), 2-(4-mercaptopiperidin-1-yl)-2-methylpropionic acid methyl ester (257 mg, 1.18 mmol), Pd2(dba)3 (36 mg, 0.039 mmol, mol %), XantPhos (46 mg, 0.079 mmol, 10 mol %) and DIPEA (0.55 mL, 3.15 mmol) in dioxane (10 mL) was purged with nitrogen and then heated at 120° C. for 2 h using microwave irradiation. The crude reaction mixture was diluted with DCM (150 mL) and purified by column chromatography (Si-PCC, gradient 0-6% MeOH in DCM) affording 2-{4-[8-Fluoro-2-(2-isopropyl-5-methyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulen-9-ylsulfanyl]piperidin-1-yl}-2-methylpropionic acid methyl ester (quantitative yield), impure but taken forward to the next step without further purification. LCMS: RT 2.29 and 2.36 min [M+H]+ 543.2
WORKUP
后处理
- customwas purged with nitrogen
- custommicrowave irradiation
- customThe crude reaction mixture
- custompurified by column chromatography (Si-PCC, gradient 0-6% MeOH in DCM)