Trifluoroacetic acid → HCID 21964006, compound

HRID 2212361Notes

Reaction equation

HRID 2212361 reaction equation
C([O:5][C:6](=[O:37])[CH2:7][NH:8][S:9]([CH2:12][CH:13]1[CH2:18][CH2:17][C:16]([S:27]([C:30]2[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=2)(=[O:29])=[O:28])([C:19]2[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=2[F:26])[CH2:15][CH2:14]1)(=[O:11])=[O:10])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[Cl:36][C:33]1[CH:32]=[CH:31][C:30]([S:27]([C:16]2([C:19]3[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=3[F:26])[CH2:15][CH2:14][CH:13]([CH2:12][S:9]([NH:8][CH2:7][C:6]([OH:37])=[O:5])(=[O:10])=[O:11])[CH2:18][CH2:17]2)(=[O:29])=[O:28])=[CH:35][CH:34]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69583919HCID 69583919, compound

Product 1

HCID 21964006HCID 21964006, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of [4-(4-chloro-benzenesulfonyl)-4-(2,5-difluoro-phenyl) -cyclohexylmethanesulfonylamino]-acetic acid tert-butyl ester (Example 20) (80 mg) in dichloromethane (10 mL) was added trifluoroacetic acid (2 mL) and the reaction stirred for 3 hours then evaporated. Purification by column chromatography on silica, eluting with ethyl acetate:dichloromethane:acetic acid (75:25:1), afforded the desired product. MS (ES+) 522 ([MH]+).

Workup

  1. customthen evaporated
  2. customPurification by column chromatography on silica
  3. washeluting with ethyl acetate:dichloromethane:acetic acid (75:25:1)

Sources & evidence

ORD record
ord-a2e0f92e89c5412eaadcfdcb84843197
Source dataset
uspto-grants-2006_09
Patent number
US07101895B2

Reaction notes

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