4-{[(Methylsulfonyl)amino]methyl}benzoic acid → N-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]benzyl}methanesulfonamide

HRID 2411818Notes

Reaction equation

HRID 2411818 reaction equation
[CH3:1][S:2]([NH:5][CH2:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[CH:9][CH:8]=1)(=[O:4])=[O:3].[CH3:16][C:17]1[C:18]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[N:19][CH:20]=[C:21]([CH3:23])[CH:22]=1>>[CH3:16][C:17]1[C:18]([N:24]2[CH2:25][CH2:26][N:27]([C:11]([C:10]3[CH:9]=[CH:8][C:7]([CH2:6][NH:5][S:2]([CH3:1])(=[O:3])=[O:4])=[CH:15][CH:14]=3)=[O:13])[CH2:28][CH2:29]2)=[N:19][CH:20]=[C:21]([CH3:23])[CH:22]=1

Participants

3

Reactant 2

HCID 15066094-{[(Methylsulfonyl)amino]methyl}benzoic acidHCID 584844961-(3,5-Dimethylpyridin-2-yl)piperazine

Product 1

HCID 71252380N-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]benzyl}methanesulfonamideYield 80.9%

Procedure

Using 4-(methanesulfonylaminomethyl)benzoic acid (183 mg) and 1-(3,5-dimethylpyridin-2-yl)piperazine (153 mg) described in Preparation Example 79 and by the reaction and treatment in the same manner as in Example 87, the title compound (260 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-8cccdcc87e6644ce9ba0ebe0e8b498c8
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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