Phosphorus oxychloride → HCID 57898035, compound

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Reaction Steps

5-(4-Chloro-phenyl)-6-(4-isopropyl-phenyl)-4-oxo-1-phenyl-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidine-3-carboxylic acid amide (10 mg, 0.021 mmol; prepared from 5-(4-chloro-phenyl)-6-(4-isopropyl-phenyl)-4-oxo-1-phenyl-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidine-3-carboxylic acid following the procedure as in example 342) is treated with POCl3 at 80° C. for 30 min. The mixture is then cooled down to room temperature and concentrated under vacuum. The residue is treated with sat. aqueous NaHCO3 solution (1 mL) and extrated with EtOAc. The combined extracts is then concentrated and purified by preparative thin layer chromatography (silica gel, 30% EtOAc/hexane) to provide the title compound 5-(4-Chloro phenyl)-6-(4-isopropylphenyl)-4-oxo-1-phenyl-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidine-3-carbonitrile as white solid. 1H NMR (CDCl3) δ (ppm) 8.13(d, 2H), 7.54(t, 2H), 7.44(t, 1H), 7.33(d,2H), 7.25(d, 2H), 7.10(m, 4H), 2.87(m, 1H), 1.20(d, 6H). HPLC-MS calculated C27H20ClN5O (M+1+): 466.1. Found: 466.1.

Provenance & Evidence