Potassium Hydroxide → HCID 21193060, compound

HRID 1068193Notes

Reaction equation

HRID 1068193 reaction equation
C([N:9]1[CH2:14][CH2:13][CH:12]([C:15]2[S:19][C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:17][CH:16]=2)[CH2:11][CH2:10]1)(=O)C1C=CC=CC=1.[OH-].[K+]>CO.O>[C:20]1([C:18]2[S:19][C:15]([CH:12]3[CH2:13][CH2:14][NH:9][CH2:10][CH2:11]3)=[CH:16][N:17]=2)[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 21192967HCID 21192967, compound

Product 1

HCID 21193060HCID 21193060, compoundYield 64.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
70 °C

Procedure

To 55 mg of 1-benzoyl-4-(2-phenyl-thiazol-5-yl)-piperidine in 4.5 ml of MeOH and 0.5 ml of H2O was added 354 mg of potassium hydroxide. The reaction was stirred at 70° C. overnight. The reaction was then cooled to room temperature and 20 ml of H2O was added. This aqueous layer was extracted with 4×25 ml EtOAc. The combined organic phases were dried over MgSO4 and concentrated under reduced pressure to give 25 mg of the title compound.

Workup

  1. temperatureThe reaction was then cooled to room temperature
  2. extractionThis aqueous layer was extracted with 4×25 ml EtOAc
  3. dry with materialThe combined organic phases were dried over MgSO4
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-97bd07e221ff4911abce7c4abdd028d0
Source dataset
uspto-grants-2001_06
Patent number
US06248755B1

Reaction notes

Loading…