Trifluoroacetic acid → HCID 68960012, compound

HRID 2191654Notes

Reaction equation

[F:1][C:2]1[CH:29]=[CH:28][C:5]([NH:6][C:7]2[CH:19]=[C:18]([C:20]3[CH:21]=[CH:22][C:23]([O:26][CH3:27])=[N:24][CH:25]=3)[CH:17]=[CH:16][C:8]=2[C:9]([O:11]C(C)(C)C)=[O:10])=[CH:4][CH:3]=1.[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33]>>[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33].[F:1][C:2]1[CH:29]=[CH:28][C:5]([NH:6][C:7]2[CH:19]=[C:18]([C:20]3[CH:21]=[CH:22][C:23]([O:26][CH3:27])=[N:24][CH:25]=3)[CH:17]=[CH:16][C:8]=2[C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 68958883HCID 68958883, compound

Product 1

HCID 68960012HCID 68960012, compound

Procedure

Trifluoroacetic acid 10 mL was added to the obtained tert-butyl 2-(4-fluoroanilino)-4-(2-methoxypyridin-5-yl)benzoate, and it was stirred at room temperature for 1 hour. The solvent was removed under reduced pressure, the obtained residue was refined by reversed-phase silica gel column chromatography [eluent; 55-90% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to give 2-(4-fluoroanilino)-4-(2-methoxypyridin-5-yl)benzoic acid trifluoroacetate.

Workup

customThe solvent was removed under reduced pressure

Sources & evidence

ORD record: ord-d03cb575eebd4e1bb11532c59daba8b3
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08327467B2

Reaction notes

Loading…