Hydrochloric Acid → HCID 58016826, compound

Participants

Reaction Conditions

Reaction Steps

Add 1.14 ml of 12.5 N sodium hydroxide solution to a solution of 500 mg (1.28 mmol) 3-{[5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]oxy}-2-methylpropan-1-ol in 10 ml toluene at 70° C. After adding 44 mg (0.13 mmol) tetra-n-butylammonium hydrogensulphate and 500 mg (2.56 mmol) tert.-butyl bromoacetate, stir the reaction mixture for 20 h at 70° C. After cooling to room temperature, adjust to pH 7 with concentrated hydrochloric acid and extract three times with 50 ml dichloromethane each time. Wash the combined organic extracts with satd. aqueous sodium chloride solution, dry over sodium sulphate, filter, and concentrate by vacuum evaporation. Purify the raw product by preparative RP-HPLC (gradient: water/acetonitrile). 298 mg (46% of theor.) of the desired product is obtained as racemate.

Provenance & Evidence