4-(Acetamidomethyl)benzoic acid → N-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]benzyl}acetamide

HRID 2411829Notes

Reaction equation

HRID 2411829 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=O)=[CH:8][CH:7]=1)(=[O:3])[CH3:2].[CH3:15][C:16]1[C:17]([N:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)=[N:18][CH:19]=[C:20]([CH3:22])[CH:21]=1>>[CH3:15][C:16]1[C:17]([N:23]2[CH2:24][CH2:25][N:26]([C:10]([C:9]3[CH:8]=[CH:7][C:6]([CH2:5][NH:4][C:1](=[O:3])[CH3:2])=[CH:14][CH:13]=3)=[O:12])[CH2:27][CH2:28]2)=[N:18][CH:19]=[C:20]([CH3:22])[CH:21]=1

Participants

3

Reactant 2

HCID 5060644-(Acetamidomethyl)benzoic acidHCID 584844961-(3,5-Dimethylpyridin-2-yl)piperazine

Product 1

HCID 71252141N-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]benzyl}acetamideYield 70.9%

Procedure

Using 4-(acetylaminomethyl)benzoic acid (116 mg) and 1-(3,5-dimethylpyridin-2-yl)piperazine (115 mg) described in Preparation Example 79 and by the reaction and treatment in the same manner as in Example 87, the title compound (156 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 79 and by the reaction and treatment in the same manner as in Example 87

Sources & evidence

ORD record
ord-05ade2f059a44a288b51e8ae2ef9da3b
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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