Trifluoroacetic acid → HCID 59428336, compound

HRID 503965Notes

Reaction equation

HRID 503965 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:18]=[CH:17][C:16]([S:19]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[CH:23]=3)(=[O:21])=[O:20])=[CH:15][C:14]=2[C:29]([OH:31])=[O:30])[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:28][C:24]1[CH:23]=[C:22]([S:19]([C:16]2[CH:17]=[CH:18][C:13]([CH:10]3[CH2:11][CH2:12][NH:8][CH2:9]3)=[C:14]([CH:15]=2)[C:29]([OH:31])=[O:30])(=[O:21])=[O:20])[CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66877714HCID 66877714, compound

Product 1

HCID 59428336HCID 59428336, compoundYield 101.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-[2-Carboxy-4-(3-fluoro-benzenesulfonyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (75 mg, 0.167 mmol) was dissolved in 3 ml of CH2Cl2. TFA (0.5 ml) was added and the mixture was stirred for 4 hours. The solution was concentrated under reduced pressure. The residue was crystallized from MeOH to give 59 mgs (quantitative) of 5-(3-Fluoro-benzenesulfonyl)-2-pyrrolidin-3-yl-benzoic acid as a white powder, MS (M+H)=350.

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. customThe residue was crystallized from MeOH

Sources & evidence

ORD record
ord-b43031071e374ac5bda433afd8ba9041
Source dataset
uspto-grants-2010_08
Patent number
US07776910B2

Reaction notes

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