ChemicalBook CAS DataBase List 5-METHOXY-PYRIDINE-3-CARBALDEHYDE

5-METHOXY-PYRIDINE-3-CARBALDEHYDE synthesis

7synthesis methods

Product Name:5-METHOXY-PYRIDINE-3-CARBALDEHYDE
CAS Number:113118-83-5
Molecular formula:C7H7NO2
Molecular Weight:137.14

50720-12-2 Synthesis

50720-12-2
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$11.00/5g

113118-83-5
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$13.00/250mg

Yield: 155 mg (0.26%)

Reaction Conditions:

with n-butyllithium in tetrahydrofuran;ethyl acetate;N,N-dimethyl-formamide

Steps:

38.b 5-Methoxypyridine-3-carboxaldehyde
b) 5-Methoxypyridine-3-carboxaldehyde. To a stirred solution of 5-bromo-3-methoxypyridine (0.815 g, 4.35 mmol) in THF (15 mL) at -78° C. was added n-BuLi (4.6 mmol). After 1 h, DMF (0.64 g, 8.20 mmol) was added and stirred continuously for 30 min at -78° C. The cold mixture was poured into a stirred aqueous solution of 5% NaHCO3 (25 mL) and extracted with ether (3*15 mL). The extract was evaporated and the crude was purified by chromatography on silica gel with hexane: EtOAc (4:1~2:1) as eluant, yielding 155 mg (0.26%) of the title compound. ¹H NMR (CD₃OD): 9.88 (s, 1H), 8.44 (s, 1H), 8.32 (s, 1H), 3.70 (s, 3H).

References:

Cytovia, Inc. US2003/65018, 2003, A1

937202-11-4 Synthesis