7-(3-Morpholinopropoxy)-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one → 7-(3-Morpholinopropoxy)-3,4-dihydroquinazolin-4-one

HRID 1386321Notes

Reaction equation

HRID 1386321 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:20]=[C:19]3[C:14]([C:15](=[O:29])[N:16](COC(=O)C(C)(C)C)[CH:17]=[N:18]3)=[CH:13][CH:12]=2)[CH2:3][CH2:2]1>N>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:20]=[C:19]3[C:14]([C:15](=[O:29])[NH:16][CH:17]=[N:18]3)=[CH:13][CH:12]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 216992697-(3-Morpholinopropoxy)-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one

Product 1

HCID 1357987527-(3-Morpholinopropoxy)-3,4-dihydroquinazolin-4-oneYield 97.2%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

7-(3-Morpholinopropoxy)-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one (680 mg, 1.6 mmol) was stirred in methanolic ammonia (20 ml) at 40° C. for 6 hours then for 18 hours at ambient temperature. The solvent was removed by evaporation, the residue was triturated with ether/isohexane and collected by filtration to give 7-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one (450 mg, 92%) as a white solid.

Workup

  1. customThe solvent was removed by evaporation
  2. customthe residue was triturated with ether/isohexane
  3. filtrationcollected by filtration

Sources & evidence

ORD record
ord-8a014b2174fe4649b58bf962dc9ae2e8
Source dataset
uspto-grants-2001_07
Patent number
US06265411B1

Reaction notes

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