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4-{[(Methylsulfonyl)amino]methyl}benzoic acid → N-{4-[4-(4-methylbenzoyl)piperidine-1-carbonyl]benzyl}methanesulfonamide

HRID 2411841
Notes
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Reaction equation

HRID 2411841 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].Cl.[CH3:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]([CH:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[O:25])=[CH:20][CH:19]=1>>[CH3:17][C:18]1[CH:19]=[CH:20][C:21]([C:24]([CH:26]2[CH2:27][CH2:28][N:29]([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])[CH2:30][CH2:31]2)=[O:25])=[CH:22][CH:23]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 15066094-{[(Methylsulfonyl)amino]methyl}benzoic acidHCID 27408174-(4-Methylbenzoyl)piperidine hydrochloride

Product 1

HCID 71252254N-{4-[4-(4-methylbenzoyl)piperidine-1-carbonyl]benzyl}methanesulfonamideYield 32%

Procedure

Using 4-(methanesulfonylaminomethyl)benzoic acid (145 mg) and (4-methylphenyl)(piperidin-4-yl)methanone hydrochloride (152 mg) and by the reaction and treatment in the same manner as in Example 86, the title compound (84 mg) was obtained.

Workup

  1. customby the reaction and treatment in the same manner as in Example 86

Sources & evidence

ORD record
ord-e51f219fc99e4f6eabb2550c5ec1e4a5
Source dataset
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08816079B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes