Hydrochloric Acid → HCID 58016956, compound

Participants

Reaction Conditions

Reaction Steps

Add 4.8 ml of 12.5 N sodium hydroxide solution to a solution of 2.68 g (29.7 mmol) 2-methylpropane-1,3-diol in 45 ml toluene, 15 ml 1,2-dimethoxyethane and 15 ml water at 70° C. After adding 202 mg (0.59 mmol) tetra-n-butylammonium hydrogensulphate and 2.0 g (5.94 mmol) 4-chloro-5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidine, stir the reaction mixture for 17 h at 70° C. After cooling to room temperature, adjust to pH 7 with concentrated hydrochloric acid. Extract three times with 50 ml dichloromethane each time. Wash the combined organic extracts with satd. sodium chloride solution, dry over sodium sulphate, filter and concentrate by vacuum evaporation. Mix the raw product with methanol, filter, and purify the filtrate by preparative RP-HPLC (gradient: water/acetonitrile). 1.26 g (54% of theor.) of the desired product (racemate) is obtained.

Provenance & Evidence