7-Benzyloxy-6-methoxy-3-[(pivaloyloxy)methyl]-3,4-dihydroquinazolin-4-one synthesis

6synthesis methods

Product Name:7-Benzyloxy-6-methoxy-3-[(pivaloyloxy)methyl]-3,4-dihydroquinazolin-4-one
CAS Number:193002-24-3
Molecular formula:C22H24N2O5
Molecular Weight:396.44

18997-19-8
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7-Benzyloxy-6-methoxy-3-[(pivaloyloxy)methyl]-3,4-dihydroquinazolin-4-one

193002-24-3
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Yield:193002-24-3 100%

Reaction Conditions:

with potassium carbonate in ISOPROPYLAMIDE at 90; for 4 h;

Steps:

1.b

Chloromethyl pivalate (225ML, 1.56 mol) was added dropwise to a stirred mixture of 7- (BENZYLOXY)-6-METHOXYQUINAZOLIN-4 (3I)-ONE (400 g, 1.42 mol) and potassium carbonate (783 g, 5.67 mol) in dimethylacetamide (5500 ml). The reaction was heated to 90 °C for 4 hours. The reaction was cooled and filtered to remove inorganic salts. The filtrate was concentrated in vacuo to yield, crude [7- (BENZYLOXY)-6-METHOXY-4-OXOQUINAZOLIN-3 (4H)- yl] methyl pivalate (562 g, 100 % yield): 'H-NMR (DMSO-d6): 8.33 (s, 1H), 7.30-7. 50 (M, 6H), 7.25 (s, 1H), 5.90 (s, 2H), 5.25 (s, 2H), 3.88 (s, 3H), 1.10 (s, 9H) : MS (+ve ESI): 397 (M+H) +.

References:

WO2004/58782,2004,A1 Location in patent:Page 45