With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.85838-94-4, name is tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate, molecular formula is C10H17NO2, molecular weight is 183.25, as common compound, the synthetic route is as follows.Formula: C10H17NO2
1′-(1-t-butoxycarbonyl-3-hydroxypiperidin-4-yl)-3,4-dihydro-spiro[naphthalene1(2H),4′-piperidine] (19c) and 1′-(1-t-butoxycarbonyl-4-hydroxypiperidin-3-yl)-3,4-dihydro-spiro[naphthalene-1(2H),4′-piperidine] (20c) A mixture of the hydrochloride of 10 (4.9 g, 20.6 mmol) and 5.8 g (21 mmol) of the isomeric bromohydrins derived from 1-t-butoxycarbonyl-l,2,3,6-tetrahydropyridine (see Procedure above) in absolute ethanol (25 mL) and triethylamine (15 mL) was refluxed for 24 h. Since TLC (silica gel, Hexanes/Ethyl acetate: 50/50) failed to show any progress in the reaction, solid potassium carbonate (7.26 g, 52.5 mmol) was added and the mixture was refluxed for four more days. After cooling, the salts were filtered off and the volatiles were removed under reduced pressure. The remaining brown oil was dissolved in ethyl acetate (30 mL) and the organic layer was successively washed with water (2*20 mL) and brine (20 mL), dried (Na2 SO4) and concentrated. The mixture of 19c and 20c was obtained as an orange oil (6.7 g, 84%).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,85838-94-4, tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate, and friends who are interested can also refer to it.
Reference:
Patent; Regents of the University of Minnesota; US5457207; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem