4-Chlorobenzenesulfonyl chloride → HCID 58288525, compound

HRID 1969059Notes

Reaction equation

HRID 1969059 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][C:14]=2[CH2:23][NH2:24])[CH:7]=1)[CH3:2].[Cl:26][C:27]1[CH:32]=[CH:31][C:30]([S:33](Cl)(=[O:35])=[O:34])=[CH:29][CH:28]=1.C(N(CC)CC)C>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:25])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:20])([F:21])[F:22])=[CH:15][C:14]=2[CH2:23][NH:24][S:33]([C:30]2[CH:31]=[CH:32][C:27]([Cl:26])=[CH:28][CH:29]=2)(=[O:35])=[O:34])[CH:7]=1)[CH3:2]

Participants

5

Reactant 3

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 58288488HCID 58288488, compound

Product 1

HCID 58288525HCID 58288525, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[3-(2-Aminomethyl-4-trifluoromethyl-phenoxy)-phenyl]acetic acid ethyl ester (0.084 g, 0.24 mmol) and 4-chlorobenzenesulfonyl chloride (0.060 g, 0.29 mmol) were combined in CH2Cl2 (3 mL). Triethylamine (0.05 mL, 0.36 mmol) was added, and the reaction was stirred at room temperature for 1 hour. The mixture was concentrated, and the residue was purified by silica gel chromatography (10-20% EtOAc in hexanes) to give the title compound.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by silica gel chromatography (10-20% EtOAc in hexanes)

Sources & evidence

ORD record
ord-1342b8d1154e45baaa6dde39aa4806a3
Source dataset
uspto-grants-2013_04
Patent number
US08426449B2

Reaction notes

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