Trifluoroacetic acid → HCID 58508716, compound

HRID 454778Notes

Reaction equation

FC(F)(F)C(O)=O.[C:8]1([C:14]2[CH:26]=[CH:25][C:17]([C:18]([O:20]C(C)(C)C)=[O:19])=[C:16]([NH:27][C:28]([C:30]3[CH:31]=[N:32][C:33]([C:36]4[CH:41]=[CH:40][N:39]=[CH:38][CH:37]=4)=[CH:34][CH:35]=3)=[O:29])[CH:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[C:8]1([C:14]2[CH:26]=[CH:25][C:17]([C:18]([OH:20])=[O:19])=[C:16]([NH:27][C:28]([C:30]3[CH:31]=[N:32][C:33]([C:36]4[CH:37]=[CH:38][N:39]=[CH:40][CH:41]=4)=[CH:34][CH:35]=3)=[O:29])[CH:15]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 58508759HCID 58508759, compound

Product 1

HCID 58508716HCID 58508716, compoundYield 91.4%

Procedure

Trifluoroacetic acid (5 mL) was added to the obtained tert-butyl 4-phenyl-2-(6-(pyridin-4-yl)pyridine-3-carboxamido)benzoate (25 mg), followed by stirring at room temperature for 3 hours. The solvent was evaporated under reduced pressure, and water was added to the obtained residue. After adjusting the pH to 5.5 with a saturated aqueous solution of sodium bicarbonate, the solid substance was collected by filtration to obtain 20 mg of 4-phenyl-2-(6-(pyridin-4-yl)pyridine-3-carboxamido)benzoic acid as a yellow solid.

Workup

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

Sources & evidence

ORD record: ord-8a9aac8e049a464b967c90c6c1bd3d64
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492582B2

Reaction notes

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