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 855695Notes

Reaction equation

HRID 855695 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-8aac7656a3894251b4a1e7106245611c
Source dataset
uspto-grants-2007_08
Patent number
US07262201B1

Reaction notes

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