Hydrochloric Acid → HCID 70437004, compound

Participants

Reaction Steps

In 4 ml of N,N-dimethylformamide was dissolved 0.24 g of methyl 6-(4-piperidinyl)-1-(4-hydroxy-2-methylphenyl)-4-oxo-1,4-dihydronicotinate, and 0.17 g of isopropyl bromide and 0.06 g of potassium carbonate were added to the solution, after which they were reacted at 60° C. for 6 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the residue was dissolved in a mixture of 20 ml of chloroform and 20 ml of water. The organic layer was separated, washed twice with 20-ml portions of water, and dried with anhydrous sodium sulfate. Then, the solvent was removed by distillation under reduced pressure, and the oily substance thus obtained was purified by a column chromatography (Wako Silica Gel C-200; eluent: chloroform/ethanol (20:1 by volume) mixture). The fraction containing the objective substance was concentrated, and to the oily substance thus obtained was added 5 ml of 6N hydrochloric acid, and they were refluxed for 2 hours. The solvent was removed by distillation under reduced pressure to obtain 0.11 g of 1-(4-hydroxy-2-methylphenyl)-6-(1-isopropyl-4-piperidinyl)-4-oxo-1,4-dihydronicotinic acid hydrochloride having a melting point of 195.5°-200.5° C.

Provenance & Evidence