Cesium carbonate → HCID 11202164, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-(4-chlorophenyl)-2-(2-chlorophenyl)-5-ethyl-2H-pyrazolo[4,3-d]pyrimidin-7-ol (I-10A-1a; 15 mg, 0.039 mmol), Cs2CO3 (52 mg, 0.16 mmol) and CF3CH2I(39 microliters, 0.4 mmol) in dimethylformamide (1 ml) was stirred at 100° C. for 18 hours. The reaction mixture was cooled to room temperature, quenched with saturated aqueous sodium chloride, and extracted with ethyl acetate (2×). The combined extracts were washed with saturated aqueous NaCl, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by radial chromatography (1 mm silica gel plate; solvent gradient of 25-50% ethyl acetate/hexane) to provide the desired product, 3-(4-chlorophenyl)-2-(2-chlorophenyl)-5-ethyl-6-(2,2,2-trifluoroethyl)-2,6-dihydropyrazolo[4,3-d]pyrimidin-7-one 10A-1 (4 mg): MS (M+1)+467.4; 1H NMR (400 MHz, CD2Cl2) δ 7.59-7.46 (m, 6H), 7.37-7.33 (m, 2H), 4.35 (br m, 2H), 3.04 (q, J=7.4 Hz, 2H), 1.40 (t, J=7.4 Hz, 3H).

Provenance & Evidence