Chlorine → 3-(4'-Chlorobiphenyl-4-yl)propynoic acid(3-chloro-4-piperidin-1-ylmethylphenyl)amide

HRID 735054Notes

Reaction equation

HRID 735054 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:16]([OH:18])=O)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[Cl:19][C:20]1[CH:21]=[C:22]([NH2:33])[CH:23]=[CH:24][C:25]=1[CH2:26][N:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1.ClCl>ClCCl.CO>[Cl:19][C:20]1[CH:21]=[C:22]([NH:33][C:16](=[O:18])[C:15]#[C:14][C:11]2[CH:10]=[CH:9][C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)=[CH:13][CH:12]=2)[CH:23]=[CH:24][C:25]=1[CH2:26][N:27]1[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]1

Participants

5

Reactant 3

HCID 24526Chlorine2×HCID 287218333-Chloro-4-piperidin-1-ylmethylphenylamineHCID 68816492(4'-Chlorobiphenyl-4-yl)propynoic acid

Product 1

HCID 578458373-(4'-Chlorobiphenyl-4-yl)propynoic acid(3-chloro-4-piperidin-1-ylmethylphenyl)amide

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 3.7.c. from (4′-chlorobiphenyl-4-yl)propynoic acid and 3-chloro-4-piperidin-1-ylmethylphenylamine. Yield: 0.1 g (22% of theory); melting point: 277° C.-281° C.; C27H24Cl2N2 0 (M=463.4); calc.: molecular ion peak (M+H)+: 463/5/7 (Cl2); found: molecular ion peak (M+H)+: 463/5/7 (Cl2); Rf value: 0.50 (silica gel, dichloromethane/methanol (90:10)).

Workup

  1. customPrepared analogously to Example 3.7.c

Sources & evidence

ORD record
ord-9cd4657ebc2a414b9371ca421879bdf5
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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