HCID 12109380, compound → HCID 12109386, compound

HRID 479463Notes

Reaction equation

HRID 479463 reaction equation
C[O:2][C:3]([CH2:5][CH2:6][N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:9]([CH:23]2[CH2:28][CH2:27][N:26]([CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:25][CH2:24]2)[C:8]1=[O:36])=[O:4]>CO.[OH-].[Na+]>[C:3]([CH2:5][CH2:6][N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:9]([CH:23]2[CH2:24][CH2:25][N:26]([CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:27][CH2:28]2)[C:8]1=[O:36])([OH:4])=[O:2]

Participants

4

Reactant 1

HCID 12109380HCID 12109380, compound

Product 1

HCID 12109386HCID 12109386, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

To a solution of 78 mg (0.16 mmol) of 1-(2methoxycarbonylethyl)-3-(1-benzylpiperidin-4-yl)-4-phenyl-3,4-dihydro-2(1H)-quinazolinone in 1 ml of methanol, 0.5 ml of 1N aqueous sodium hydroxide solution was added and stirred at room temperature for 2.5 hours. After neutralization with 1N hydrochloric acid, the reaction mixture was concentrated under reduced pressure, extracted with ethyl acetate and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. Ether was added to the residue and precipitated crystals were collected to give the title compound as colorless powder.

Workup

  1. concentrationAfter neutralization with 1N hydrochloric acid, the reaction mixture was concentrated under reduced pressure
  2. extractionextracted with ethyl acetate
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. additionEther was added to the residue
  6. customprecipitated crystals
  7. customwere collected

Sources & evidence

ORD record
ord-5357b5d18ade439a9a1930e6ed477475
Source dataset
uspto-grants-2003_11
Patent number
US06645971B1

Reaction notes

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