Trifluoroacetic acid → HCID 58508471, compound

HRID 454772Notes

Reaction equation

FC(F)(F)C(O)=O.C(OC([O:15][C:16]1[CH:17]=[C:18]([C:22]2[CH:34]=[CH:33][C:25]([C:26]([O:28]C(C)(C)C)=[O:27])=[C:24]([NH:35][C:36]([C:38]3[CH:39]=[N:40][CH:41]=[C:42]([C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=4)[CH:43]=3)=[O:37])[CH:23]=2)[CH:19]=[CH:20][CH:21]=1)=O)(C)(C)C>>[OH:15][C:16]1[CH:17]=[C:18]([C:22]2[CH:34]=[CH:33][C:25]([C:26]([OH:28])=[O:27])=[C:24]([NH:35][C:36]([C:38]3[CH:39]=[N:40][CH:41]=[C:42]([C:44]4[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=4)[CH:43]=3)=[O:37])[CH:23]=2)[CH:19]=[CH:20][CH:21]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 66990697HCID 66990697, compound

Product 1

HCID 58508471HCID 58508471, compound

Procedure

Trifluoroacetic acid (4.0 mL) was added to the obtained tert-butyl 4-(3-(tert-butoxycarbonyl)oxyphenyl)-2-(5-phenylpyridine-3-carboxamido)benzoate, followed by stirring at room temperature for 1 hour and 15 minutes. 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 70 mg of 4-(3-hydroxyphenyl)-2-(5-phenylpyridine-3-carboxamido)benzoic acid as a light yellow 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-080ecd2a5055458aa60e11edab428afc
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492582B2

Reaction notes

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