Hydrochloric Acid → HCID 178442766, compound

Participants

Reaction Steps

Under nitrogen atmosphere, 3 ml of dry methanol was placed in a two-necked round-bottomed flask. To the methanol, 113 mg (4.92 mM) of metal sodium was added and dissolved therein. To the solution, 584 mg (1.97 mM) of 4-decylbenzamidine hydrochloride was added and stirred for 20 minutes. To the mixture, a solution of 500 mg (1.64 mM) of (S)-2-(3-fluorononyl)malonic diethyl ester in 1 ml of dry methanol was added, followed by stirring for 16 hours at room temperature and distilling-off of methanol under reduced pressure. To the resultant reaction mixture, 4 ml of 6M-HCl was added to precipitate a crystal. The crystal was recovered by filtration and washed with ethanol and Et2O and further dried. The resultant crystal was recrystallized from 2.5 ml of N,N-dimethylformamide (DMF) to obtain 428 mg (0.91 mM) of (S)-4,6-dihydroxy-5-(3-fluorononyl)-2-(4-decylphenyl)pyrimidine (Yield: 55.3%).

Provenance & Evidence