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

HRID 1673487Notes

Reaction equation

HRID 1673487 reaction equation
[O:1]([C:8]1[CH:20]=[CH:19][C:11]([C:12]([O:14]C(C)(C)C)=[O:13])=[C:10]([NH:21][C:22]([C:24]2[CH:25]=[N:26][C:27]([N:30]3[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]3)=[CH:28][CH:29]=2)=[O:23])[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>FC(F)(F)C(O)=O>[O:1]([C:8]1[CH:20]=[CH:19][C:11]([C:12]([OH:14])=[O:13])=[C:10]([NH:21][C:22]([C:24]2[CH:25]=[N:26][C:27]([N:30]3[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]3)=[CH:28][CH:29]=2)=[O:23])[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 67344004Tert-butyl 4-phenoxy-2-(6-(piperidin-1-yl)pyridine-3-carboxamido)benzoate

Product 1

HCID 578795804-Phenoxy-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-phenoxy-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 23 mg of 4-phenoxy-2-(6-(piperidin-1-yl)pyridine-3-carboxamido)benzoic acid as whine 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-0a96081cd38945c79d1af08605b7b80d
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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