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

HRID 2411830Notes

Reaction equation

HRID 2411830 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].[CH:15]1([C:18]2[CH:19]=[C:20]([CH3:30])[C:21]([N:24]3[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]3)=[N:22][CH:23]=2)[CH2:17][CH2:16]1>>[CH:15]1([C:18]2[CH:19]=[C:20]([CH3:30])[C:21]([N:24]3[CH2:25][CH2:26][N:27]([C:10]([C:9]4[CH:8]=[CH:7][C:6]([CH2:5][NH:4][C:1](=[O:3])[CH3:2])=[CH:14][CH:13]=4)=[O:12])[CH2:28][CH2:29]3)=[N:22][CH:23]=2)[CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 5060644-(Acetamidomethyl)benzoic acidHCID 584847181-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine

Product 1

HCID 71252473N-{4-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]benzyl}acetamideYield 40.7%

Procedure

Using 4-(acetylaminomethyl)benzoic acid (116 mg) and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine (156 mg) described in Preparation Example 83 and by the reaction and treatment in the same manner as in Example 87, the title compound (96 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 83 and by the reaction and treatment in the same manner as in Example 87

Sources & evidence

ORD record
ord-55b11ce9c77b419cbbbd6543664bac53
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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