Potassium Hydroxide → HCID 18187815, compound

HRID 1357937Notes

Reaction equation

HRID 1357937 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-benzyloxazol-5-yl)piperidine (step F) in 4.5 mL methanol and 0.5 mL water was added 260 mg of potassium hydroxide. The reaction was stirred at 80° C. overnight, 20 mL of water was added and the mixture was extracted with 3×20 mL ethyl acetate. The combined organic layers were dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give 22 mg of the title compound.

Workup

  1. extractionthe mixture was extracted with 3×20 mL ethyl acetate
  2. dry with materialThe combined organic layers were dried over magnesium sulfate
  3. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-60a0e2a4f44b4adeabdf94636814730d
Source dataset
uspto-grants-2003_07
Patent number
US06593346B2

Reaction notes

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