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3-Methylbenzenesulphonyl chloride → 5-(3,4-Dimethoxyphenyl)-4-methyl-2-{1-[(3-methylphenyl)sulfonyl]piperidin-4-yl}-4-propyl-2,4-dihydro-3H-pyrazol-3-one

HRID 524245
Notes
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Reaction equation

HRID 524245 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:12]2[C:13]([CH3:27])([CH2:24][CH2:25][CH3:26])[C:14](=[O:23])[N:15]([CH:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)[N:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11].[CH3:28][C:29]1[CH:30]=[C:31]([S:35](Cl)(=[O:37])=[O:36])[CH:32]=[CH:33][CH:34]=1>>[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:12]2[C:13]([CH3:27])([CH2:24][CH2:25][CH3:26])[C:14](=[O:23])[N:15]([CH:17]3[CH2:22][CH2:21][N:20]([S:35]([C:31]4[CH:32]=[CH:33][CH:34]=[C:29]([CH3:28])[CH:30]=4)(=[O:37])=[O:36])[CH2:19][CH2:18]3)[N:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 27345953-Methylbenzenesulphonyl chlorideHCID 666165095-(3,4-dimethoxyphenyl)-4-methyl-2-piperidin-4-yl-4-propyl-2,4-dihydro-3H-pyrazol-3-one hydrochloride2×

Product 1

HCID 673659405-(3,4-Dimethoxyphenyl)-4-methyl-2-{1-[(3-methylphenyl)sulfonyl]piperidin-4-yl}-4-propyl-2,4-dihydro-3H-pyrazol-3-one

Procedure

The title compound is prepared analogously as described for GP1 using 5-(3,4-dimethoxyphenyl)-4-methyl-2-piperidin-4-yl-4-propyl-2,4-dihydro-3H-pyrazol-3-one hydrochloride (compound B8*HCl) and 3-methylbenzenesulfonyl chloride as starting compounds. The crude product is purified by crystallization from methanol to yield the title compound.

Workup

  1. customThe title compound is prepared analogously
  2. customThe crude product is purified by crystallization from methanol

Sources & evidence

ORD record
ord-3a548facbec5446489f13764294fb79c
Source dataset
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09340522B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes