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
PROCEDURE
实验过程
A solution of tert-butyl 4-(2-(isoquinolin-5-yl)-5-(trifluoromethyl)phenyl)-5,6-dihydropyridine-1(2H)-carboxylate (9.80 g, 21.56 mmol) in 50 mL MeOH was treated with acetic acid (1.234 ml, 21.56 mmol) and platinum(IV) oxide (0.979 g, 4.31 mmol) and was placed under 45 psi (4459.6 kpa) H2 overnight. LC/MS showed exclusively product, so the reaction mixture was filtered through a plug of diatomaceous earth and concentrated. The resulting residue was taken up in DCM and was washed with saturated NaHCO3 solution. The organics were dried over MgSO4 and concentrated yielding tert-butyl 4-(2-(1,2,3,4-tetrahydroisoquinolin-5-yl)-5-(trifluoromethyl)phenyl)-5,6-dihydropyridine-1(2H)-carboxylate (8.21 g, 17.91 mmol). [M+H]+=459.0
WORKUP
后处理
- customwas placed under 45 psi (4459.6 kpa) H2 overnight
- filtrationso the reaction mixture was filtered through a plug of diatomaceous earth
- concentrationconcentrated
- washwas washed with saturated NaHCO3 solution
- dry with materialThe organics were dried over MgSO4
- concentrationconcentrated