Potassium Hydroxide → HCID 18187815, compound

HRID 1068241Notes

Reaction equation

HRID 1068241 reaction equation
C([N:9]1[CH2:14][CH2:13][CH:12]([C:15]2[O:19][C:18]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[N:17][CH:16]=2)[CH2:11][CH2:10]1)(=O)C1C=CC=CC=1.[OH-].[K+]>CO.O>[CH2:20]([C:18]1[O:19][C:15]([CH:12]2[CH2:13][CH2:14][NH:9][CH2:10][CH2:11]2)=[CH:16][N:17]=1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 18187578HCID 18187578, compound

Product 1

HCID 18187815HCID 18187815, compoundYield 78.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
80 °C

Procedure

To 40 mg of 1-benzoyl-4-(2-benzyl-oxazol-5-yl)piperidine (step F) in 4.5 mL MeOH and 0.5 ml H2O was added 260 mg of potassium hydroxide. The reaction was stirred at 80° C. overnight, 20 ml of H2O was added and the mixture was extracted with 3×20 mL EtOAc. The combined organic layer was dried over MgSO4. The solvent was evaporated under reduced pressure to give 22 mg of the title compound. ESI-MS 242.9 (M+H); HPLC A: 2.29 min.

Workup

  1. extractionthe mixture was extracted with 3×20 mL EtOAc
  2. dry with materialThe combined organic layer was dried over MgSO4
  3. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-26aa33812ee347baa11060b25efd7f71
Source dataset
uspto-grants-2001_06
Patent number
US06248755B1

Reaction notes

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