4-(2-Dimethylaminoethyl)aniline → (E)-3-[5-(4-chloro-phenyl)-pyridin-2-yl]-N-[4-(2-dimethylamino-ethyl)-phenyl]-acrylamide

HRID 898626Notes

Reaction equation

HRID 898626 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11](/[CH:14]=[CH:15]/[C:16]([OH:18])=O)=[N:12][CH:13]=2)=[CH:4][CH:3]=1.[CH3:19][N:20]([CH3:30])[CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([NH2:29])=[CH:25][CH:24]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[CH:10][C:11](/[CH:14]=[CH:15]/[C:16]([NH:29][C:26]3[CH:25]=[CH:24][C:23]([CH2:22][CH2:21][N:20]([CH3:19])[CH3:30])=[CH:28][CH:27]=3)=[O:18])=[N:12][CH:13]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 149398614-(2-Dimethylaminoethyl)anilineHCID 59691634(e)-3-[5-(4-Chloro-phenyl)-pyridin-2-yl]-acrylic acid

Product 1

HCID 59691592(E)-3-[5-(4-chloro-phenyl)-pyridin-2-yl]-N-[4-(2-dimethylamino-ethyl)-phenyl]-acrylamide

Procedure

Prepared analogously to Example 143 starting from (E)-3-[5-(4-chloro-phenyl)-pyridin-2-yl]-acrylic acid (Z34b) and 4-(2-dimethylamino-ethyl)-phenylamine. The crude product was purified by column chromatography (silica gel, dichloromethane/EtOH/conc. aqueous ammonia 50:10:0.1).

Workup

  1. customThe crude product was purified by column chromatography (silica gel, dichloromethane/EtOH/conc. aqueous ammonia 50:10:0.1)

Sources & evidence

ORD record
ord-8c975eefa32146e882da5623148717a5
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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