3-(BENZYLOXY)-2-METHYL-4(1H)-PYRIDINONE synthesis
- Product Name:3-(BENZYLOXY)-2-METHYL-4(1H)-PYRIDINONE
- CAS Number:61160-18-7
- Molecular formula:C13H13NO2
- Molecular Weight:215.25
61160-18-7
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Yield:-
Reaction Conditions:
with triphenylphosphine;diethylazodicarboxylate in tetrahydrofuran at 20;
Steps:
1.1
EXAMPLE 1; 2- (4-Fluorobenzyl)-9-hydroxy-3, 4-dihydro-2H-pyrido [1, 2-a] pyrazine-1, 8-dione; Step 1: 3- (Benzyloxy)-4- [ (4-methoxybenzyl) oxy] -2-methylpyridine (A1); DEAD (1.5 equivalent) was added dropwise over 10 minutes to a stirred solution of 3- (benzyloxy) -2-methylpyridin-4-ol (1.0 equivalent), 4-methoxybenzylalcohol (1.3 equivalents) and triphenylphosphine (1.5 equivalents) in THF at room temperature. The mixture was stirred overnight and then the solvent was removed under reduced pressure. The resulting mixture was triturated with EtOAc and hexanes, and filtered. The solution was concentrated under reduced pressure and then purified by column chromatography on silica eluting with 100% EtOAc to yield the desired pyridine Al. 1H NMR (400 MHz, CDC13) 5 8.15 (1H, d, J = 5.6 Hz), 7.72-7. 30 (7H, m), 6.96 (2H, d, J = 7.8 Hz), 6.83 (1H, d, J = 5.6 Hz), 5.15 (2H, s), 4.98 (2H, s), 3.74 (3H, s), 2.45 (3H, s). MS (ES) C2lH2lNO3requires : 335, found: 336 (M+H+).
References:
WO2005/87766,2005,A1 Location in patent:Page/Page column 52-53