Water → HCID 25096415, compound

Participants

Reaction Steps

Add 49 mg (1.24 mmol) sodium hydride (60% dispersion in mineral oil) to a solution of 200 mg (0.99 mmol) 6-hydroxyheptanoic acid tert.-butyl ester in 5 ml THF. After stirring for ten minutes, add a solution of 407 mg (90% purity, 1.04 mmol) 4-chloro-5-(4-ethylphenyl)-6-(2-fluorophenyl)furo[2,3-d]pyrimidine in 5 ml THF and 18 mg (0.05 mmol) tetra-n-butylammonium iodide. Stir the reaction mixture for 40 hours at 75° C. After adding water and ethyl acetate, wash the separated organic phase with 1 N hydrochloric acid and concentrate by vacuum evaporation. Take up the residue in acetonitrile/DMSO and purify by preparative RP-HPLC (gradient: water/acetonitrile). 104 mg (19% of theor.) of the desired product (racemate) is obtained.

Provenance & Evidence