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98489-36-2

Pyridine, 5-(aminomethyl)-2,4-dimethyl- (6CI) synthesis

9synthesis methods
-

Yield:-

Reaction Conditions:

with hydrogen;palladium on activated carbon in methanol; under 2844.39 Torr; for 12 h;Product distribution / selectivity;

Steps:

3

2-chloro-4,6-dimethylnicotinonitrile (5.0 g, 30 mmol) was dissolved in methanol (50 mL) and the solution was carefully added to a Parr reaction vessel containing 10% Pd on charcoal (500 mg) under argon. The reaction was run on Parr hydrogenation apparatus at 55 psi until uptake of hydrogen had ceased (~12 h). Upon completion, the catalyst was removed via filtration through a pad of diatomaceous earth. The pad was rinsed with methanol (3*50 mL) and the filtrate was reduced in vacuo to provide Compound 2a. The crude mixture was used in further synthesis without additional purification. MS m/z (ES)=137.1 (M+H); 1H NMR (DMSO, d6) δ 2.35 (s, 3H), 2.42 (s, 3H), 4.01 (s, 2H), 7.13 (s, 1H), 8.42 (s, 1H).

References:

US2008/269225,2008,A1 Location in patent:Page/Page column 29