Trifluoroacetic acid → 2-(5-Phenylpyridine-3-carboxamido)-4-(thiophen-2-yl)benzoic acid

HRID 454756Notes

Reaction equation

HRID 454756 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]([C:36]4[S:37][CH:38]=[CH:39][CH:40]=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]([C:36]4[S:37][CH:38]=[CH:39][CH:40]=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

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58508694Tert-butyl 2-(5-phenylpyridine-3-carboxamido)-4-(thiophen-2-yl)benzoate

Product 1

HCID 585084942-(5-Phenylpyridine-3-carboxamido)-4-(thiophen-2-yl)benzoic acid

Procedure

Trifluoroacetic acid (4.0 mL) was added to the obtained tert-butyl 2-(5-phenylpyridine-3-carboxamido)-4-(thiophen-2-yl)benzoate, followed by stirring at room temperature for 2 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 54 mg of 2-(5-phenylpyridine-3-carboxamido)-4-(thiophen-2-yl)benzoic acid as a white solid.

Workup

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

Sources & evidence

ORD record
ord-f5373fee568d4faeab9e26397ca79dd8
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

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