Isopropanol → HCID 178488776, compound

Participants

Reaction Conditions

Reaction Steps

Place 4-chloro-1H-pyrazolo[3,4-d]pyrimidine (135 mg; 1.10 equiv; 873.45 μmoles) and 4-[4-(4-Methoxy-phenyl)-1H-imidazol-2-yl]-piperidine (205 mg, 1.00 equiv; 796.63 μmoles; 205.00 mg) in a microwave vial and dissolve in isopropyl alcohol (3 mL; 39.24 mmoles; 3.00 mL). Add diisopropylethylamine (0.5 mL; 2.87 mmoles; 500.00 μL). Heat the mixture to 70° C. in a microwave with stirring on and hold for 1 hr. Dissolve in 5% MeOH/DCM and wash with saturated aqueous sodium bicarbonate. Dry over sodium sulfate, filter and concentrated. Purify using ISCO chromatography over a biotage 40S column eluting with a gradient of 2.5% MeOH/DCM to 10% MeOH/DCM at a flow rate of 40 mL/min. over 35 min collection. Combine the fractions to give 4-{4-[4-(4-Methoxy-phenyl)-1H-imidazol-2-yl]-piperidin-1-yl}-1H-pyrazolo[3,4-d]pyrimidine.

Provenance & Evidence