Water → 1-[[2-Methoxy-5-(1-methylethyl)phenyl]methyl]-4-(phenylsulfonyl)-piperazine

HRID 38292Notes

Reaction equation

HRID 38292 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([CH3:21])[CH3:20])=[CH:15][C:14]=1[CH2:22][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.C(N(CC)CC)C.O>ClCCl>[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([CH3:21])[CH3:20])=[CH:15][C:14]=1[CH2:22][N:23]1[CH2:28][CH2:27][N:26]([S:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)(=[O:9])=[O:8])[CH2:25][CH2:24]1

Participants

6

Reactant 4

HCID 962WaterHCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 39064451-[[2-Methoxy-5-(1-methylethyl)phenyl]methyl]-piperazine

Product 1

HCID 671319601-[[2-Methoxy-5-(1-methylethyl)phenyl]methyl]-4-(phenylsulfonyl)-piperazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Phenylsulfonyl chloride (0.24 ml) was added to a solution of the product from step (b) (396 ml) and triethylamine (0.44 ml) in dichloromethane (3 ml) and the mixture was stirred for 3 h. Water was added and the mixture was extracted with dichloromethane. The organic extracts were dried (MgSO4), evaporated in vacuo and purified by chromatography (silica, petrol—ether as eluent) to give the sub-title compound (431 mg).

Workup

  1. extractionthe mixture was extracted with dichloromethane
  2. dry with materialThe organic extracts were dried (MgSO4)
  3. customevaporated in vacuo
  4. custompurified by chromatography (silica, petrol—ether as eluent)

Sources & evidence

ORD record
ord-9d8938016eb240ab98821a532cf6a6aa
Source dataset
uspto-grants-2013_09
Patent number
US08524715B2

Reaction notes

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