Hydrochloric Acid → HCID 58945860, compound

Participants

Reaction Conditions

Reaction Steps

Dimethylformamide (2 m) was added to 104 mg of tert-butyl 4-cyano-1,2,3,6-tetrahydropyridine-1-carboxylate prepared in 1) of Example 23, 310 mg of sodium azide and 260 mg of ammonium chloride and the mixture was stirred at 115° C. for 3 hours. After cooling down to room temperature, ethyl acetate and a 2N aqueous solution of sodium hydroxide were added thereto. After the aqueous layer was neutralized with a 1N aqueous solution of hydrochloric acid, the product was extracted with chloroform. The extract was dried over sodium sulfate, the solvent was evaporated in vacuo and the resulting residue was purified by a silica gel thin-layer chromatography (chloroform/methanol=7/1) to give 12 mg of the title compound as a crude product.

Provenance & Evidence