Trifluoroacetic acid → HCID 11319777, compound

HRID 2113194Notes

Reaction equation

HRID 2113194 reaction equation
C([O:5][C:6](=[O:51])[CH2:7][N:8]([S:20]([C:23]1[CH:28]=[CH:27][C:26]([C:29]2[CH:34]=[CH:33][C:32]([C:35]3[C:39]4[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=4[O:37][C:36]=3[CH2:44][C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)=[CH:31][CH:30]=2)=[CH:25][CH:24]=1)(=[O:22])=[O:21])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:44]([C:36]1[O:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=2[C:35]=1[C:32]1[CH:33]=[CH:34][C:29]([C:26]2[CH:27]=[CH:28][C:23]([S:20]([N:8]([CH2:7][C:6]([OH:51])=[O:5])[CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:17])([F:18])[F:19])[CH:11]=3)(=[O:22])=[O:21])=[CH:24][CH:25]=2)=[CH:30][CH:31]=1)[C:45]1[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131727230HCID 131727230, compound

Product 1

HCID 11319777HCID 11319777, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Tert-Butyl-{[4′-(2-benzylbenzofuran-3-yl)biphenyl-4-sulfonyl]-(3-trifluoromethyl-benzyl)amino}acetate (90 mg) was dissolved in methylene chloride (4 mL). TFA (1 mL) was added and the reaction mixture was stirred at room temperature for 16 h, and then concentrated in vacuo. Purification by flash column chromatography (5% methanol in methylene chloride) afforded the title compound as an off white solid (45 mg).

Workup

  1. concentrationconcentrated in vacuo
  2. customPurification by flash column chromatography (5% methanol in methylene chloride)

Sources & evidence

ORD record
ord-f48d78b18fc947058642428e62356512
Source dataset
uspto-grants-2009_04
Patent number
US07524878B2

Reaction notes

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