3-(Difluoromethoxy)benzenesulfonyl chloride → 4-[5-(3-Difluoromethoxy-benzenesulfonylamino)-2-methyl-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

HRID 1926581Notes

Reaction equation

HRID 1926581 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[C:18]([NH2:20])[CH:17]=[CH:16][C:15]=2[CH3:21])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:22][CH:23]([F:35])[O:24][C:25]1[CH:26]=[C:27]([S:31](Cl)(=[O:33])=[O:32])[CH:28]=[CH:29][CH:30]=1>N1C=CC=CC=1>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:19]=[C:18]([NH:20][S:31]([C:27]3[CH:28]=[CH:29][CH:30]=[C:25]([O:24][CH:23]([F:22])[F:35])[CH:26]=3)(=[O:33])=[O:32])[CH:17]=[CH:16][C:15]=2[CH3:21])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 27782263-(Difluoromethoxy)benzenesulfonyl chlorideHCID 66600484HCID 66600484, compound

Product 1

HCID 665998364-[5-(3-Difluoromethoxy-benzenesulfonylamino)-2-methyl-phenyl]-piperazine-1-carboxylic acid tert-butyl esterYield 0.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-(5-Amino-2-methyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (0.065 g, 0.222 mmol) was dissolved in 5 ml of pyridine. 3-(Difluoromethoxy)-benzene-sulfonylchloride (0.051 g, 0.212 mmol) was added and the reaction mixture was stirred for 16 h at room temperature. The solvent was evaporated, and the residue purified via silica gel chromatography using dichloromethane-methanol (0-20%) to yield to title compound (0.097 mg).

Workup

  1. customThe solvent was evaporated
  2. customthe residue purified via silica gel chromatography

Sources & evidence

ORD record
ord-634bb6a43e1e42178271b40b9d9ae3e1
Source dataset
uspto-grants-2012_05
Patent number
US08183237B2

Reaction notes

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