Hydrochloric Acid → 4-[(3R)-3-{[6-(2-Fluorophenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]oxy}piperidin-1-yl]butyric acid methyl ester

Participants

Reaction Conditions

Reaction Steps

411 mg (3.0 mmol) of potassium carbonate are added to a suspension of 500 mg (1.2 mmol) of 6-(2-fluorophenyl)-5-(4-methoxyphenyl)-4-[(3R)-piperidin-3-yloxy]furo[2,3-d]pyrimidine in 10 ml of THF. Then add 0.18 ml (259 mg, 1.4 mmol) of 4-bromobutyric acid methyl ester and 17 mg (0.05 mmol) of tetra-n-butylammonium iodide. Stir the reaction mixture at 80° C. for 13 hours. Then add 10 ml of DMF and again stir the mixture at 70° C. for 13 hours. After adding 10 ml each of water, 1N hydrochloric acid and ethyl acetate, remove the organic phase, concentrate under reduced pressure and purify the residue by means of preparative RP-HPLC eluent: water/acetonitrile gradient). 146 mg (22% of theory) of the target compound are obtained.

Provenance & Evidence