2-Cyano-5-fluoropyridine → (5-Fluoropyridin-2-yl)methanamine
Reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]#[N:9])=[N:6][CH:7]=1>CO.Cl.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][NH2:9])=[N:6][CH:7]=1Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
The mixture of 5-fluoro-pyridine-2-carbonitrile (0.16 g, 1.27 mmol) and Pd/C (0.030 g, 10% wt) in 15 ml of MeOH and 0.50 ml of concentrated HCl was placed under H2 which was provided by a balloon and stirred at RT for 4 h, filtered through Celite®, condensed, the residue was purified by flash column chromatography. The titled compound was obtained as a light yellowish solid. MS (ES+): 127.2 (free base)(M+H)+. Calc'd for C6H7FN2 (free base)—126.13.
Workup
- customwas provided by a balloon
- filtrationfiltered through Celite®, condensed
- customthe residue was purified by flash column chromatography
Sources & evidence
- ORD record
- ord-0228a8820a5a43a1aaab5bb08b76cb27
- Source dataset
- uspto-grants-2012_08
- Patent number
- US08247430B2
Reaction notes
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