N-(5-amino-2-chlorophenyl)benzamide → N-(3-benzamido-4-chlorophenyl)-2-methyl-4-phenylpyrimidin-5-carboxamide

HRID 421683Notes

Reaction equation

HRID 421683 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:17])=[C:6]([NH:8][C:9](=[O:16])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:7]=1.[CH3:18][C:19]1[N:24]=[C:23]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:22]([C:31](O)=[O:32])=[CH:21][N:20]=1>>[C:9]([NH:8][C:6]1[CH:7]=[C:2]([NH:1][C:31]([C:22]2[C:23]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[N:24][C:19]([CH3:18])=[N:20][CH:21]=2)=[O:32])[CH:3]=[CH:4][C:5]=1[Cl:17])(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 721122N-(5-amino-2-chlorophenyl)benzamideHCID 27765102-Methyl-4-phenylpyrimidine-5-carboxylic acid

Product 1

HCID 16730792N-(3-benzamido-4-chlorophenyl)-2-methyl-4-phenylpyrimidin-5-carboxamide

Procedure

N-(5-amino-2-chlorophenyl)benzamide (0.24 mmol) was used in general procedure 2 with 2-methyl-4-phenylpyrimidin-5-carboxylic acid (0.30 mmol). The product was purified by RP-HPLC to give N-(3-benzamido-4-chlorophenyl)-2-methyl-4-phenylpyrimidin-5-carboxamide. MS (Q1) 443.1 (M)+

Workup

  1. customThe product was purified by RP-HPLC

Sources & evidence

ORD record
ord-33a6f0605a114a36835cac3fd90e1243
Source dataset
uspto-grants-2012_01
Patent number
US08101610B2

Reaction notes

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