HCID 18796651, compound → HCID 18796660, compound

HRID 1900664Notes

Reaction equation

HRID 1900664 reaction equation
C([O:8][CH2:9][C:10]1[N:19]=[C:18]([NH:20][CH2:21][C:22]2[CH:27]=[CH:26][C:25]3[O:28][CH2:29][O:30][C:24]=3[CH:23]=2)[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:31][CH3:32])[CH:16]=2)[N:11]=1)C1C=CC=CC=1.[H][H]>[Pd].C(OCC)(=O)C.C(O)C>[OH:8][CH2:9][C:10]1[N:19]=[C:18]([NH:20][CH2:21][C:22]2[CH:27]=[CH:26][C:25]3[O:28][CH2:29][O:30][C:24]=3[CH:23]=2)[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:31][CH3:32])[CH:16]=2)[N:11]=1

Participants

5

Reactant 2

HCID 18796651HCID 18796651, 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-benzyloxymethyl-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-76842d79792b46c58c88499b370a42dc
Source dataset
uspto-grants-1996_11
Patent number
US05576322

Reaction notes

Loading…