反应 #1269888

ord-ba1400901ce04b89b7aa7b68a227d483

反应方程式

O
water
CCCCN1Cc2cc(N)ccc2C1=O
5-Amino-2-butylisoindolin-1-one
O=C([O-])[O-].[K+].[K+]
K2CO3
Cc1cc(-c2ccccc2)c(COS(C)(=O)=O)c(C)n1
(2,6-dimethyl-4-phenylpyridin-3-yl)methyl methanesulfonate
CCCCN1Cc2cc(NCc3c(-c4ccccc4)cc(C)nc3C)ccc2C1=O
2-butyl-5-((2,6-dimethyl-4-phenylpyridin-3-yl)methylamino)isoindolin-1-one
收率 41.3%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取the mixture was extracted with EtOAc
  2. 2
    洗涤the combined organic layers were washed with water
  3. 3
    干燥dried (MgSO4)
  4. 4
    其他Purification by flash chromatography (DCM/MeOH, gradient 2-8% MeOH)

实验过程

5-Amino-2-butylisoindolin-1-one (63.1 mg, 0.309 mmol), K2CO3 (85 mg, 0.618 mmol) and KI (51.3 mg, 0.309 mmol) were added to a solution of (2,6-dimethyl-4-phenylpyridin-3-yl)methyl methanesulfonate (90 mg, 0.309 mmol) in DMF (6 mL). After stirring overnight, water was added, the mixture was extracted with EtOAc, the combined organic layers were washed with water and dried (MgSO4). Purification by flash chromatography (DCM/MeOH, gradient 2-8% MeOH) provided 2-butyl-5-((2,6-dimethyl-4-phenylpyridin-3-yl)methylamino)isoindolin-1-one (51 mg, 40%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08664214B2uspto-grants-2014_03