HCID 19423610, compound → HCID 19423595, compound

HRID 743055Notes

Reaction equation

HRID 743055 reaction equation
[CH2:1]([N:3]([CH2:31][CH3:32])[CH2:4][CH2:5][N:6]1[CH:15]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22]CC3C=CC=CC=3)[CH:17]=2)[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][C:7]1=[O:30])[CH3:2]>CO.[C].[Pd]>[CH2:31]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][N:6]1[CH:15]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([OH:22])[CH:17]=2)[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][C:7]1=[O:30])[CH3:32]

Participants

4

Reactant 1

HCID 19423610HCID 19423610, compound

Product 1

HCID 19423595HCID 19423595, compoundYield 82.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2.0 g (4.66 mmol) of 3-[2(diethylamino)ethyl]-4-(3-benzyloxyphenyl)-3,4-dihydro-2(1H)-quinazolinone in 100 mL of methanol was added 200 mg of 5 % palladium-carbon, and the mixture was stirred for 5 hours under a hydrogen atmosphere at ambient temperature. The reaction mixture was filtered through cerite, and the filtrate was concentrated in vacuo. The crystals formed was recrystallized from methanol to give 1.30 g (3.83 mmol) of the title compound.

Workup

  1. filtrationThe reaction mixture was filtered through cerite, and the filtrate
  2. concentrationwas concentrated in vacuo
  3. customThe crystals formed
  4. customwas recrystallized from methanol

Sources & evidence

ORD record
ord-c65942ca465b4b30a4f516b0f764728a
Source dataset
uspto-grants-1996_09
Patent number
US05556860

Reaction notes

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