Trifluoroacetic acid → HCID 10026120, compound

HRID 2105999Notes

Reaction equation

HRID 2105999 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:29][CH3:30])=[C:6]([C:8]([CH3:28])([CH3:27])[CH2:9][C:10]([OH:26])([C:22]([F:25])([F:24])[F:23])[CH2:11][NH:12][C:13]2[CH:21]=[CH:20][CH:19]=[CH:18][C:14]=2[C:15]([NH2:17])=[O:16])[CH:7]=1.F[C:32](F)(F)C(O)=O>COC(OC)OC>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:29][CH3:30])=[C:6]([C:8]([CH3:27])([CH3:28])[CH2:9][C:10]([OH:26])([C:22]([F:25])([F:23])[F:24])[CH2:11][N:12]2[C:13]3[C:14](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:15](=[O:16])[N:17]=[CH:32]2)[CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57809814HCID 57809814, compound

Product 1

HCID 10026120HCID 10026120, compound

Reagents, catalysts & solvents 1

HCID 9005Trimethyl orthoformateSolvent

Procedure

To a solution of 2-[4-(5-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-trifluoromethylpentylamino]benzamide (106 mg) in trimethylorthoformate (6 mL) was added trifluoroacetic acid (0.1 mL). After 1.5 hours, the reaction mixture was concentrated in vacuo. The residue was purified by column chromatography with silica gel (eluted with 70% ethyl acetate-hexanes) to give the title compound as a white solid (82 mg), m.p. 118° C.-121° C.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customThe residue was purified by column chromatography with silica gel (eluted with 70% ethyl acetate-hexanes)

Sources & evidence

ORD record
ord-6baa9c4c58954bdab1f0f1f3916e426e
Source dataset
uspto-grants-2009_08
Patent number
US07579469B2

Reaction notes

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