Methanesulfonyl chloride → 2-{1-Methyl-4-[4-nitro-3-(propan-2-yloxy)phenyl]piperazin-2-yl}ethyl methanesulfonate

HRID 518821Notes

Reaction equation

HRID 518821 reaction equation
[S:1](Cl)([CH3:4])(=[O:3])=[O:2].[CH3:6][N:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[C:15]([O:22][CH:23]([CH3:25])[CH3:24])[CH:14]=2)[CH2:9][CH:8]1[CH2:26][CH2:27][OH:28]>ClCCl.N1C=CC=CC=1>[CH3:4][S:1]([O:28][CH2:27][CH2:26][CH:8]1[CH2:9][N:10]([C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[C:15]([O:22][CH:23]([CH3:24])[CH3:25])[CH:14]=2)[CH2:11][CH2:12][N:7]1[CH3:6])(=[O:3])=[O:2]

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 866979862-{1-Methyl-4-[4-nitro-3-(propan-2-yloxy)phenyl]piperazin-2-yl}ethanol

Product 1

HCID 866979872-{1-Methyl-4-[4-nitro-3-(propan-2-yloxy)phenyl]piperazin-2-yl}ethyl methanesulfonate

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

42 microliters of mesyl chloride are added to a solution of 160 mg of 2-{1-methyl-4-[4-nitro-3-(propan-2-yloxy)phenyl]piperazin-2-yl}ethanol in 2 ml of dichloromethane and 0.2 ml of pyridine. The reaction medium is stirred at ambient temperature overnight and then concentrated under vacuum, under reduced pressure, so as to give 190 mg of 2-{1-methyl-4-[4-nitro-3-(propan-2-yloxy)phenyl]piperazin-2-yl}ethyl methanesulfonate in the form of an orangey-coloured oil.

Workup

  1. concentrationconcentrated under vacuum, under reduced pressure

Sources & evidence

ORD record
ord-7c6b510f1c744ef98d63e64645b0d846
Source dataset
uspto-grants-2015_08
Patent number
US09115140B2

Reaction notes

Loading…