4-(Piperidin-1-ylmethyl)aniline → (E)-3-(4'-chlorobiphenyl-4-yl)-N-(4-piperidin-1-ylmethylphenyl)acrylamide

HRID 735041Notes

Reaction equation

HRID 735041 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[C:16]([OH:18])=O)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[N:19]1([CH2:25][C:26]2[CH:31]=[CH:30][C:29]([NH2:32])=[CH:28][CH:27]=2)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>ClCCl.CO>[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:32][C:29]3[CH:28]=[CH:27][C:26]([CH2:25][N:19]4[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]4)=[CH:31][CH:30]=3)=[O:18])=[CH:12][CH:13]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 8461504-(Piperidin-1-ylmethyl)anilineHCID 5957595HCID 5957595, compound

Product 1

HCID 9980157(E)-3-(4'-chlorobiphenyl-4-yl)-N-(4-piperidin-1-ylmethylphenyl)acrylamide

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 3.1.e. from [(E)-3-(4′-chlorobiphenyl-4-yl)acrylic acid and 4-piperidin-1-ylmethylphenylamine. Yield: 0.57 g (62.9% of theory); melting point: 265° C.-270° C.; C27H27ClN2O (M=430.98); calc.: molecular ion peak (M+H)+: 431/433; found: molecular ion peak (M+H)+: 431/433; Rf value: 0.31 (silica gel, dichloromethane/methanol (90:10)).

Workup

  1. customPrepared analogously to Example 3.1.e

Sources & evidence

ORD record
ord-9b99f17524c74ce083683e6ca8205c9e
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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