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ChemicalBook CAS DataBase List [6-(cyclohexyloxy)pyridin-3-yl]methylamine
928648-57-1

[6-(cyclohexyloxy)pyridin-3-yl]methylamine synthesis

2synthesis methods
928648-56-0 Synthesis
6-(cyclohexyloxy)-3-Pyridinecarbonitrile

928648-56-0
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Yield:928648-57-1 62%

Reaction Conditions:

with borane-THF in tetrahydrofuran at 0 - 20;

Steps:

25

3-Aminomethyl-6-cvclohexyloxy-pyridine; Dissolve 6-cyclohexyloxy-pyridine-3- carbonitrile (1 g, 5 mmol) in anhydrous THF (7 mL) under nitrogen and cool the mixture at 0°C. Add borane-THF complex (15 mL, 15 mmol, IM solution in THF) and stir the reaction mixture at room temperature overnight. Pour slowly the reaction mixture into an ice-cold 5N aqueous HCl (50 mL) and stir the resulting solution for 4 h. Concentrate in vacuo, take up the resulting solid with a minimum amount of methanol and filter through EPO a SCX-2 column eluting with methanol followed by 3N ammonia in methanol to obtain the title compound as a yellow oil (621 mg, 62%). MS (ES+) m/z: 207 (M+H)+.

References:

WO2007/28083,2007,A2 Location in patent:Page/Page column 76-77

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