Trifluoroacetic acid → HCID 136198184, compound

HRID 454554Notes

Reaction equation

FC(F)(F)C(O)=O.[OH:8][C:9]1[CH:36]=[CH:35][C:34]([C:37]2[O:38][CH:39]=[N:40][N:41]=2)=[CH:33][C:10]=1[C:11]([NH:13][C:14]1[CH:26]=[C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:24]=[CH:23][C:15]=1[C:16]([O:18]C(C)(C)C)=[O:17])=[O:12]>>[OH:8][C:9]1[CH:36]=[CH:35][C:34]([C:37]2[O:38][CH:39]=[N:40][N:41]=2)=[CH:33][C:10]=1[C:11]([NH:13][C:14]1[CH:26]=[C:25]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:24]=[CH:23][C:15]=1[C:16]([OH:18])=[O:17])=[O:12]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 136198172HCID 136198172, compound

Product 1

HCID 136198184HCID 136198184, compoundYield 90.5%

Procedure

A trifluoroacetic acid (5 mL) solution of the obtained tert-butyl 2-(2-hydroxy-5-(1,3,4-oxadiazol-2-yl)benzamido)-4-phenylbenzoate (0.034 g) was stirred at room temperature for 3 hours. The solvent was evaporated under reduced pressure, and diisopropyl ether was added to the obtained residue. The solid substance was collected by filtration to obtain 0.027 g of 2-(2-hydroxy-5-(1,3,4-oxadiazol-2-yl)benzamido)-4-phenylbenzoic acid as a white solid.

Workup

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

Sources & evidence

ORD record: ord-34ca1b806a2e46879505377f13e135dc
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492582B2

Reaction notes

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