Reference of 167263-04-9 , The common heterocyclic compound, 167263-04-9, name is tert-Butyl 4-cyano-4-(pyridin-2-yl)piperidine-1-carboxylate, molecular formula is C16H21N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
HCl gas was bubbled through a solution of the product of Step 1 (1g, 3. 5mmol) in anhydrous methanol (20ml) for 10 minutes at 0C. This was warmed to room temperature and stirred for 48 hours, then evaporated in vacuo. The resulting solid (1. 03g, 3. 5mmol) was suspended in anhydrous dichloroethane (25ml). To the stirring suspension at 0C triethylamine (l. lml, 7. 7mmol), benzaldehyde (400mul, 3. 85mmol) and 3A molecular sieves (5g) were added and allowed to stirred at room temperature for 15 minutes before sodium cyanoborohydride (242mg, 3. 85mmol) was added in a single portion and the solution stirred at room temperature for 18 hours. The solvent was then evaporated in vacuo, to the residue water (50ml) was added and extracted into ethyl acetate (2 x 50ml). The organic layer was dried over anhydrous MgS04, filtered and evaporated in vacuo to give an orange oil. This was purified by column chromatography on silica using 0-5% methanol in dichloromethane as eluant. This gave methyl 1-benzyl-4-pyridin-2-ylpiperidine-4-carboxylate as an orange oil (820mg, 76%).
The synthetic route of 167263-04-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2005/51390; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem