Ammonia → 6-Methoxy-7-(2-(1,2,3-triazol-1-yl)ethoxy)quinazoline

HRID 855725Notes

Reaction equation

HRID 855725 reaction equation
N.[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH2:15][CH2:16][N:17]1[CH:21]=[CH:20][N:19]=[N:18]1)[N:10]=[CH:9][N:8](COC(=O)C(C)(C)C)[C:7]2=O>CO>[CH3:2][O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH2:15][CH2:16][N:17]1[CH:21]=[CH:20][N:19]=[N:18]1)[N:10]=[CH:9][N:8]=[CH:7]2

Participants

4

Reactant 2

HCID 222AmmoniaHCID 105971686-Methoxy-3-((pivaloyloxy)methyl)-7-(2-(1,2,3-triazol-1-yl)ethoxy)-3,4-dihydroquinazolin-4-one

Product 1

HCID 216992806-Methoxy-7-(2-(1,2,3-triazol-1-yl)ethoxy)quinazolineYield 99.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

5.1M Ammonia in methanol (30 ml) was added to a solution of 6-methoxy-3-((pivaloyloxy)methyl)-7-(2-(1,2,3-triazol-1-yl)ethoxy)-3,4-dihydroquinazolin-4-one (1.4 g, 3.5 mmol) in a solution of methanol (30 ml). After stirring overnight at ambient temperature, the volatiles were removed by evaporation and the residue was triturated with ether, collected by filtration, washed with ether and dried under vacuum to give 6-methoxy-7-(2-(1,2,3-triazol-1-yl)ethoxy)quinazoline (946 mg, 92%).

Workup

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

Sources & evidence

ORD record
ord-66292386c9294dc59dcb433100e69c22
Source dataset
uspto-grants-2007_08
Patent number
US07262201B1

Reaction notes

Loading…