HCID 18980315, compound → HCID 18796660, compound

HRID 2392870Notes

Reaction equation

HRID 2392870 reaction equation
C([O:9][CH2:10][C:11]1[N:20]=[C:19]([NH:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]3[O:29][CH2:30][O:31][C:25]=3[CH:24]=2)[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:32][CH3:33])[CH:17]=2)[N:12]=1)(=O)C1C=CC=CC=1.[H][H]>[Pd].C(OCC)(=O)C.C(O)C>[OH:9][CH2:10][C:11]1[N:20]=[C:19]([NH:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]3[O:29][CH2:30][O:31][C:25]=3[CH:24]=2)[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:32][CH3:33])[CH:17]=2)[N:12]=1

Participants

5

Reactant 2

HCID 18980315HCID 18980315, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18796660HCID 18796660, compoundYield 89.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584252Ethanol ethylacetateSolvent

Procedure

1.5 g of 10% palladium/carbon powder was added to a solution of 1.26 g (2.93 mmol) of 2-benzoyloxymethyl-4-(3,4-methylenedioxybenzyl)amino-6-methoxyquinazoline in an ethyl acetate/ethanol (20 ml-20 ml) mixture. The obtained mixture was stirred at room temperature in a stream of hydrogen for 24 hours and filtered through Celite. The filter cake was washed with hot ethyl acetate/ethanol. The filtrate and the washings were distilled under a reduced pressure to remove the solvent. Thus 0.89 g of the title compound was obtained as a pale-yellow crystal.

Workup

  1. filtrationfiltered through Celite
  2. washThe filter cake was washed with hot ethyl acetate/ethanol
  3. distillationThe filtrate and the washings were distilled under a reduced pressure
  4. customto remove the solvent

Sources & evidence

ORD record
ord-8bf2ae48a46741ea97901ce65369308e
Source dataset
uspto-grants-1998_09
Patent number
US05801180

Reaction notes

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