5-FLUORO-2-METHOXYNICOTINALDEHYDE synthesis
- Product Name:5-FLUORO-2-METHOXYNICOTINALDEHYDE
- CAS Number:351410-62-3
- Molecular formula:C7H6FNO2
- Molecular Weight:155.13
874822-98-7
351410-62-3
General procedure for the synthesis of 5-fluoro-2-methoxy-3-formylpyridine from 5-fluoro-3-hydroxymethyl-2-methoxypyridine: manganese(IV) dioxide (39.8 g, 458 mmol) was added to a 300 mL ethyl acetate solution of 5-fluoro-2-methoxy-pyridin-3-yl-methanol (36.8 g, 50.9 mmol), and the reaction mixture was at room temperature The reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad and the diatomaceous earth pad was washed thoroughly with ethyl acetate. The filtrate and washings were combined and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography using 50% ethyl acetate in heptane solution as eluent to afford the target compound 5-fluoro-2-methoxy-3-formylpyridine as a light yellow solid (4.5 g, 29.0 mmol, 57.0% yield).
874822-98-7
76 suppliers
$45.00/10mg
351410-62-3
178 suppliers
$23.00/250mg
Yield:351410-62-3 57%
Reaction Conditions:
with manganese(IV) oxide in ethyl acetate at 20;
Steps:
10.3 Step 3-Preparation of 5-fluoro-2-methoxy-pyridine-3-carbaldehyde (37)
To (5-fluoro-2-methoxy-pyridin-3-yl)-methanol (36, 8 g, 50.9 mmol) in 300 mL of ethyl acetate, manganese(IV) oxide (39.8 g, 458 mmol) was added and the mixture stirred at room temperature overnight. The reaction mixture was filtered through celite, and the celite bed rinsed with ethyl acetate. The filtrate was concentrated under vacuum, then passed through a plug of silica, eluting with 50% ethyl acetate in heptane to provide the desired compound as a light yellow solid (37, 4.5 g, 29.0 mmol, 57.0% yield).
References:
Plexxikon Inc.;Zhang, Jiazhong;Ibrahim, Prabha N.;Bremer, Ryan;Spevak, Wayne;Cho, Hanna US9096593, 2015, B2 Location in patent:Page/Page column 99
122433-52-7
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351410-62-3
178 suppliers
$23.00/250mg
884494-81-9
200 suppliers
$15.00/1g
351410-62-3
178 suppliers
$23.00/250mg