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

4synthesis methods

Product Name:7-Hydroxy-6-methoxy-3-[(pivaloyloxy)methyl]-3,4-dihydroquinazolin-4-one
CAS Number:193002-25-4
Molecular formula:C15H18N2O5
Molecular Weight:306.31

193002-24-3 Synthesis

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

193002-24-3
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7-Hydroxy-6-methoxy-3-[(pivaloyloxy)methyl]-3,4-dihydroquinazolin-4-one

193002-25-4
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Yield:193002-25-4 80%

Reaction Conditions:

with acetic acid;palladium in methanol;ethyl acetate;N,N-dimethyl-formamide;

Steps:

85 Example 85

A mixture of 7-benzyloxy-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one (7 g, 17.7 mmol) and 10% palladium-on-charcoal catalyst (700 mg) in ethyl acetate (250 ml), DMF (50 ml), methanol (50 ml) and acetic acid (0.7 ml) was stirred under hydrogen at atmospheric pressure for 40 minutes. The catalyst was removed by filtration and the solvent removed from the filtrate by evaporation. The residue was triturated with ether, collected by filtration and dried under vacuum to give 7-hydroxy-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one (4.36 g, 80%). ¹ H NMR Spectrum: (DMSOd₆) 1.11(s, 9H); 3.89(s, 3H); 5.89(s, 2H); 7.0(s, 1H); 7.48(s, 1H); 8.5(s, 1H)

References:

US5962458,1999,A

18997-19-8
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193002-25-4
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60547-98-0 Synthesis

2-amino-5-methoxy-4-phenylmethoxybenzamide

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193002-25-4
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179688-01-8
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