HRID493490

反应详情

EQUATION

反应方程式

HRID 493490 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

A mixture of N-[(3′-bromo-4′-hydroxy-1,1′-biphenyl-4-yl)methyl]-N,1-dimethyl-1H-indole-3-carboxamide (4.6 g, 10.2 mmol), prepared in the previous step, bromoacetonitrile (856 μL, 12.3 mmol) and potassium carbonate (7.0 g, 50 mmol) in 75 mL of DMF was stirred under nitrogen at room temperature for 23 h (overnight). The reaction was partitioned between ethyl acetate and water. The organic layer was separated, extracted multiple times with water, dried (MgSO4) and the solvent removed under reduced pressure to give N-{[3′-bromo-4′-(cyanomethoxy)-1,1′-biphenyl-4-yl]methyl}-N,1-dimethyl-1H-indole-3-carboxamide (3.4 g, 68%) as an off-white solid, mp 202-206° C. Elemental Analysis for C26H22BrN3O2. Calc'd: C, 63.94; H, 4.54; N, 8.60. Found: C, 50.59; H, 3.30; N, 8.00

WORKUP

后处理

  1. customThe reaction was partitioned between ethyl acetate and water
  2. customThe organic layer was separated
  3. extractionextracted multiple times with water
  4. dry with materialdried (MgSO4)
  5. customthe solvent removed under reduced pressure