Trifluoroacetic acid → HCID 58508726, compound

HRID 454672Notes

Reaction equation

FC(F)(F)C(O)=O.[OH:8][C:9]1[CH:37]=[CH:36][C:35]([N:38]2[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]2)=[CH:34][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][C:28]=2[CH3:33])[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:37]=[CH:36][C:35]([N:38]2[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]2)=[CH:34][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][C:28]=2[CH3:33])[CH:24]=[CH:23][C:15]=1[C:16]([OH:18])=[O:17])=[O:12]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 58508643HCID 58508643, compound

Product 1

HCID 58508726HCID 58508726, compoundYield 86.1%

Procedure

A trifluoroacetic acid (3.0 mL) solution of the obtained tert-butyl 2-(2-hydroxy-5-(piperidin-1-yl)benzamido)-4-(2-methylphenyl)benzoate (0.063 g) was stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure, and water and ethanol were added thereto. After adjusting the pH to 5.5 with a saturated aqueous solution of sodium bicarbonate, the solid substance was collected by filtration to obtain 0.048 g of 2-(2-hydroxy-5-(piperidin-1-yl)benzamido)-4-(2-methylphenyl)benzoic acid as a yellow solid.

Workup

customThe solvent was evaporated under reduced pressure, and water and ethanol
additionwere added
filtrationthe solid substance was collected by filtration

Sources & evidence

ORD record: ord-55d451704ba042c689e448486824ba7a
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492582B2

Reaction notes

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