7-(2-(Imidazol-1-yl)ethoxy)-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one → 7-(2-(Imidazol-1-yl)ethoxy)-6-methoxy-3,4-dihydroquinazolin-4-one

HRID 1597227Notes

Reaction equation

HRID 1597227 reaction equation
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13](=[O:27])[N:14](COC(=O)C(C)(C)C)[CH:15]=[N:16]3)=[CH:11][C:10]=2[O:28][CH3:29])[CH:5]=[CH:4][N:3]=[CH:2]1>N>[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:18]=[C:17]3[C:12]([C:13](=[O:27])[NH:14][CH:15]=[N:16]3)=[CH:11][C:10]=2[O:28][CH3:29])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

3

Reactant 1

HCID 220307827-(2-(Imidazol-1-yl)ethoxy)-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one

Product 1

HCID 1354908447-(2-(Imidazol-1-yl)ethoxy)-6-methoxy-3,4-dihydroquinazolin-4-oneYield 90%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A solution of 7-(2-(imidazol-1-yl)ethoxy)-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one (640 mg, 1.6 mmol) in saturated methanolic ammonia (10 ml) was stirred for 15 hours at ambient temperature. The volatiles were removed by evaporation, the solid was triturated with ether, collected by filtration and dried under vacuum to give 7-(2-(imidazol-1-yl)ethoxy)-6-methoxy-3,4-dihydroquinazolin-4-one (412 mg, 90%).

Workup

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

Sources & evidence

ORD record
ord-3abf86fb48724c46a06f0d2573998bdb
Source dataset
uspto-grants-2001_09
Patent number
US06294532B1

Reaction notes

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