Benzylamine → N-Benzyl-6-{4-[3-(cyclopentylsulfonyl)phenyl]butoxy}hexan-1-amine

HRID 2118357Notes

Reaction equation

HRID 2118357 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([S:19]([CH:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)(=[O:21])=[O:20])[CH:14]=1.[CH2:27]([NH2:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[CH2:27]([NH:34][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([S:19]([CH:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)(=[O:21])=[O:20])[CH:14]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 691198271-{4-[(6-Bromohexyl)oxy]butyl}-3-(cyclopentylsulfonyl)benzene

Product 1

HCID 69119361N-Benzyl-6-{4-[3-(cyclopentylsulfonyl)phenyl]butoxy}hexan-1-amine

Procedure

1-{4-[(6-Bromohexyl)oxy]butyl}-3-(cyclopentylsulfonyl)benzene (Example 11ii) (50 mg) was dissolved in benzylamine (0.5 ml), and heated in a microwave oven at 150° for 10 min. Excess benzylamine was removed in vacuo and the residue purified on a silica SPE bond elut cartridge, eluting with EtOAc-cyclohexane mixtures, to give the title compound, (40 mg) LCMS RT=2.74 min

Workup

  1. temperatureheated in a microwave oven at 150° for 10 min
  2. customExcess benzylamine was removed in vacuo
  3. customthe residue purified on a silica SPE bond elut cartridge
  4. washeluting with EtOAc-cyclohexane mixtures

Sources & evidence

ORD record
ord-5fe9a571801f402da25bbacd094d4e67
Source dataset
uspto-grants-2008_10
Patent number
US07442839B2

Reaction notes

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