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

HRID 2411819Notes

Reaction equation

HRID 2411819 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].[CH:16]1([C:19]2[CH:20]=[C:21]([CH3:31])[C:22]([N:25]3[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]3)=[N:23][CH:24]=2)[CH2:18][CH2:17]1>>[CH:16]1([C:19]2[CH:20]=[C:21]([CH3:31])[C:22]([N:25]3[CH2:26][CH2:27][N:28]([C:11]([C:10]4[CH:9]=[CH:8][C:7]([CH2:6][NH:5][S:2]([CH3:1])(=[O:3])=[O:4])=[CH:15][CH:14]=4)=[O:13])[CH2:29][CH2:30]3)=[N:23][CH:24]=2)[CH2:18][CH2:17]1

Participants

3

Reactant 2

HCID 15066094-{[(Methylsulfonyl)amino]methyl}benzoic acidHCID 584847181-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine

Product 1

HCID 71252869N-{4-[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine-1-carbonyl]benzyl}methanesulfonamideYield 38.8%

Procedure

Using 4-(methanesulfonylaminomethyl)benzoic acid (138 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 (100 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-339884548843464095c167f9fab46c6d
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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