Reaction #84808

Reaction equation

N,2-dimethoxy-N-methyl-2-(quinolin-5-yl)acetamide

2-(4-bromo-3,5-dimethoxyphenyl)furan

→

1-(5-(4-bromo-3,5-dimethoxyphenyl)furan-2-yl)-2-methoxy-2-(quinolin-5-yl)ethanone

Yield 46.0%

Conditions

Workup

1. 1
   Otherused for the synthesis of Example 12
2. 2
   OtherPurification by chromatography (EtOAc-hexanes)

Procedure

1-(5-(4-Bromo-3,5-dimethoxyphenyl)furan-2-yl)-2-methoxy-2-(quinolin-5-yl)ethanone was synthesized from N,2-dimethoxy-N-methyl-2-(quinolin-5-yl)acetamide and 2-(4-bromo-3,5-dimethoxyphenyl)furan following the procedure used for the synthesis of Example 12. Purification by chromatography (EtOAc-hexanes) provided 1-(5-(4-bromo-3,5-dimethoxyphenyl)furan-2-yl)-2-methoxy-2-(quinolin-5-yl)ethanone as a light yellow foam (0.102 g, 46% yield). MS: m/z 482.1 [M+H]+.

Source