3-Fluoro-2-formyl-4-picoline synthesis
- Product Name:3-Fluoro-2-formyl-4-picoline
- CAS Number:884495-44-7
- Molecular formula:C7H6FNO
- Molecular Weight:139.13
884495-44-7
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1372891-49-0
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Yield:1372891-49-0 79%
Reaction Conditions:
with methanol;sodium tetrahydroborate for 2 h;Inert atmosphere;
Steps:
6
Intermediate 6: (3-fluoro-4-methyl-2 ol.; 3-fluoro-4-methyl-2-pyridinecarbaldehyde (ASYMCHEM, 250 mg, 1.797 mmol) was dissolved under N2 atmosphere, in dry MeOH (5 mL). NaBH4 (ALDRICH, 187 mg, 4.94 mmol) was added. After 2 h reaction was completed. Solvent was evaporated. Residue was dissolved in ethyl acetate and partitioned between NaHC03 aqueous saturated solution. Organic layer was dried over MgS04 (anh), filtered and concentrated to obtain the title compound (200 mg, 1.42 mmol, 79%). 1 H NMR (300 MHz, DMSO-cfe) δ ppm: 8.21-8.22 (m, 1 H), 7.27-7.31 (m, 1 H), 5.23 (t, 1 H), 4.56 (dd, 2H), 2.27-2.28 (m, 3H). [ES+MS] m/z 142 (MH+).
References:
WO2012/49161,2012,A1 Location in patent:Page/Page column 27-28
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