Trifluoroacetic acid → HCID 57667891, compound

HRID 2191812Notes

Reaction equation

FC(F)(F)C(O)=O.[O:8]1[C:12]2[CH:13]=[CH:14][C:15]([NH:17][C:18]3[CH:30]=[C:29]([C:31]4[CH:36]=[CH:35][C:34]([NH:37][S:38]([CH3:41])(=[O:40])=[O:39])=[CH:33][CH:32]=4)[CH:28]=[CH:27][C:19]=3[C:20]([O:22]C(C)(C)C)=[O:21])=[CH:16][C:11]=2[O:10][CH2:9]1>>[O:8]1[C:12]2[CH:13]=[CH:14][C:15]([NH:17][C:18]3[CH:30]=[C:29]([C:31]4[CH:36]=[CH:35][C:34]([NH:37][S:38]([CH3:41])(=[O:39])=[O:40])=[CH:33][CH:32]=4)[CH:28]=[CH:27][C:19]=3[C:20]([OH:22])=[O:21])=[CH:16][C:11]=2[O:10][CH2:9]1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 68963145HCID 68963145, compound

Product 1

HCID 57667891HCID 57667891, compound

Procedure

Trifluoroacetic acid 5.0 mL was added to the obtained tert-butyl 2-((benzo-1,3-dioxol-5-yl)amino)-4-(4-(methanesulfonamido)phenyl)benzoate, and it was stirred at room temperature for 3 hours. The solvent was removed under reduced pressure, the obtained residue was refined by reversed-phase silica gel column chromatography [eluent; 50-90% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to give 2-((benzo-1,3-dioxol-5-yl)amino)-4-(4-(methanesulfonamido)phenyl)benzoic acid 2.8 mg of a yellow solid.

Workup

customThe solvent was removed under reduced pressure

Sources & evidence

ORD record: ord-9011cdd2e5d04aa9914fa037ffcdc804
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08327467B2

Reaction notes

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