Trifluoroacetic acid → HCID 58508458, compound

HRID 454735Notes

Reaction equation

FC(F)(F)C(O)=O.[C:8]1([C:14]2[CH:15]=[C:16]([C:20]([NH:22][C:23]3[CH:35]=[C:34]([N:36]4[CH:40]=[CH:39][CH:38]=[N:37]4)[CH:33]=[CH:32][C:24]=3[C:25]([O:27]C(C)(C)C)=[O:26])=[O:21])[CH:17]=[N:18][CH:19]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[C:8]1([C:14]2[CH:15]=[C:16]([C:20]([NH:22][C:23]3[CH:35]=[C:34]([N:36]4[CH:40]=[CH:39][CH:38]=[N:37]4)[CH:33]=[CH:32][C:24]=3[C:25]([OH:27])=[O:26])=[O:21])[CH:17]=[N:18][CH:19]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 58508444HCID 58508444, compound

Product 1

HCID 58508458HCID 58508458, compoundYield 89.3%

Procedure

Trifluoroacetic acid (5 mL) was added to the obtained tert-butyl 2-(5-phenylpyridine-3-carboxamido)-4-(1H-pyrazol-1-yl)benzoate (68 mg), followed by stirring at room temperature for 4 hours. The solvent was evaporated under reduced pressure, and methanol was added to the obtained residue. The solid substance was collected by filtration to obtain 53 mg of 2-(5-phenylpyridine-3-carboxamido)-4-(1H-pyrazol-1-yl)benzoic acid.

Workup

customThe solvent was evaporated under reduced pressure, and methanol
additionwas added to the obtained residue
filtrationThe solid substance was collected by filtration

Sources & evidence

ORD record: ord-adf6e0247a8341d2a6c66223884b72f3
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492582B2

Reaction notes

Loading…