Trifluoroacetic acid → HCID 11319777, compound

HRID 2375966Notes

Reaction equation

HRID 2375966 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-e5169dbbe07249d7a3c25d4b78edf6bd
Source dataset
uspto-grants-2008_12
Patent number
US07465825B2

Reaction notes

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