HCID 19423564, compound → HCID 19423548, compound

HRID 743066Notes

Reaction equation

HRID 743066 reaction equation
C([O:8][C:9]([C:11]1[CH:12]=[C:13]([CH:38]=[CH:39][CH:40]=1)[CH2:14][N:15]1[CH2:20][CH2:19][CH:18]([N:21]2[CH:30]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[NH:23][C:22]2=[O:37])[CH2:17][CH2:16]1)=[O:10])C1C=CC=CC=1.[H][H]>C(O)(=O)C.[C].[Pd]>[C:9]([C:11]1[CH:12]=[C:13]([CH:38]=[CH:39][CH:40]=1)[CH2:14][N:15]1[CH2:16][CH2:17][CH:18]([N:21]2[CH:30]([C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[NH:23][C:22]2=[O:37])[CH2:19][CH2:20]1)([OH:10])=[O:8]

Participants

5

Reactant 2

HCID 19423564HCID 19423564, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19423548HCID 19423548, compoundYield 77.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of 700 mg (1.32 mmol) of 3-[1-(3-benzyloxycarbonylbenzyl)piperidin-4-yl]-4-phenyl-3,4-dihydro-2(1H)-quinazolinone in acetic acid was added 50 mg 10 % palladium-carbon, and the mixture was stirred for 5 hours in a hydrogen atmosphere at ambient temperature. The reaction mixture was filtered through cerite, and the filtrate was concentrated in vacuo. The resulting crude crystals were recrystallized from ethanol to give 450 mg (1.02 mmol) of the title compound.

Workup

  1. filtrationThe reaction mixture was filtered through cerite, and the filtrate
  2. concentrationwas concentrated in vacuo
  3. customThe resulting crude crystals were recrystallized from ethanol

Sources & evidence

ORD record
ord-ac36060d2a2b4f21b18d4b9f04be676d
Source dataset
uspto-grants-1996_09
Patent number
US05556860

Reaction notes

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