Triethylamine → HCID 59428402, compound

HRID 503954Notes

Reaction equation

HRID 503954 reaction equation
C(N(CC)CC)C.Br[CH2:9][C:10]([O:12][CH3:13])=[O:11].[F:14][C:15]1[CH:16]=[C:17]([S:21]([C:24]2[CH:29]=[CH:28][C:27]([CH:30]3[CH2:34][CH2:33][NH:32][CH2:31]3)=[C:26]([CH3:35])[CH:25]=2)(=[O:23])=[O:22])[CH:18]=[CH:19][CH:20]=1>C(Cl)Cl>[CH3:13][O:12][C:10](=[O:11])[CH2:9][N:32]1[CH2:33][CH2:34][CH:30]([C:27]2[CH:28]=[CH:29][C:24]([S:21]([C:17]3[CH:18]=[CH:19][CH:20]=[C:15]([F:14])[CH:16]=3)(=[O:23])=[O:22])=[CH:25][C:26]=2[CH3:35])[CH2:31]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 60984Methyl bromoacetateHCID 24984014HCID 24984014, compound

Product 1

HCID 59428402HCID 59428402, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triethylamine (0.387 mL, 1.533 mmol) and methyl bromoacetate (0.146 mL, 1.533 mmol) were added at 0° C. to a solution of 3-[4-(3-fluoro-benzenesulfonyl)-2-methyl-phenyl]-pyrrolidine (0.445 g, 1.393 mmol) in DCM (5 mL). The reaction mixture was stirred at room temperature for 4 hours, then concentrated under reduced pressure, and the crude residue was purified via flash chromatography (DCM/MeOH/NH4OH) to give 0.410 g (84% yield) of {3-[4-(3-fluoro-benzenesulfonyl)-2-methyl-phenyl]-pyrrolidin-1-yl}-acetic acid methyl ester as a yellow oil.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customthe crude residue was purified via flash chromatography (DCM/MeOH/NH4OH)

Sources & evidence

ORD record
ord-f2983055cdb24b3ca7f23f4c1b40c7e4
Source dataset
uspto-grants-2010_08
Patent number
US07776910B2

Reaction notes

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