Tert-butyl 4-phenyl-2-(6-(piperidin-1-yl)pyridine-3-carboxamido)benzoate → 4-Phenyl-2-(6-(piperidin-1-yl)pyridine-3-carboxamido)benzoic acid

HRID 1673492Notes

Reaction equation

HRID 1673492 reaction equation
[C:1]1([C:7]2[CH:19]=[CH:18][C:10]([C:11]([O:13]C(C)(C)C)=[O:12])=[C:9]([NH:20][C:21]([C:23]3[CH:24]=[N:25][C:26]([N:29]4[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]4)=[CH:27][CH:28]=3)=[O:22])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>FC(F)(F)C(O)=O>[C:1]1([C:7]2[CH:19]=[CH:18][C:10]([C:11]([OH:13])=[O:12])=[C:9]([NH:20][C:21]([C:23]3[CH:24]=[N:25][C:26]([N:29]4[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]4)=[CH:27][CH:28]=3)=[O:22])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 67342967Tert-butyl 4-phenyl-2-(6-(piperidin-1-yl)pyridine-3-carboxamido)benzoate

Product 1

HCID 578793044-Phenyl-2-(6-(piperidin-1-yl)pyridine-3-carboxamido)benzoic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

10 mL of trifluoroacetic acid was added to the obtained tert-butyl 4-phenyl-2-(6-(piperidin-1-yl)pyridine-3-carboxamido)benzoate and stirred at room temperature for 2 hours. The solvent was evaporated under reduced pressure and water was added and pH was adjusted to pH 6.5 with a saturated sodium hydrogen carbonate aqueous solution. A solid substance was separated by filtration to obtain 56 mg of 4-phenyl-2-(6-(piperidin-1-yl)pyridine-3-carboxamido)benzoic acid as white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure and water
  2. additionwas added
  3. customA solid substance was separated by filtration

Sources & evidence

ORD record
ord-92698c583cc54eff8bbc1b18001b94d2
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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