6-Methoxy-3-((pivaloyloxy)methyl)-7-(4-pyridylmethoxy)-3,4-dihydroquinazolin-4-one → HCID 135671184, compound

HRID 1386296Notes

Reaction equation

HRID 1386296 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][C:15]1[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=1)[N:9]=[CH:8][N:7](COC(=O)C(C)(C)C)[C:6]2=[O:29]>N>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][C:15]1[CH:16]=[CH:17][N:18]=[CH:19][CH:20]=1)[N:9]=[CH:8][NH:7][C:6]2=[O:29]

Participants

3

Reactant 1

HCID 217172336-Methoxy-3-((pivaloyloxy)methyl)-7-(4-pyridylmethoxy)-3,4-dihydroquinazolin-4-one

Product 1

HCID 135671184HCID 135671184, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A solution of 6-methoxy-3-((pivaloyloxy)methyl)-7-(4-pyridylmethoxy)-3,4-dihydroquinazolin-4-one (500 mg, 1.26 mmol) in saturated methanolic ammonia (10 ml) was stirred for 20 hours at ambient temperature. The volatiles were removed by evaporation, the solid residue was triturated with ether, collected by filtration and dried under vacuum to give 6-methoxy-7-(4-pyridylmethoxy)-3,4-dihydroquinazolin-4-one (330 mg, 92%).

Workup

  1. customThe volatiles were removed by evaporation
  2. customthe solid residue was triturated with ether
  3. filtrationcollected by filtration
  4. customdried under vacuum

Sources & evidence

ORD record
ord-99de686aaa0340e0ac0eb14f02efb3fe
Source dataset
uspto-grants-2001_07
Patent number
US06265411B1

Reaction notes

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