Isopropanol → HCID 11742401, compound

Participants

Reaction Steps

To a solution of 7-chloro-3-(4-chlorophenyl)-2-(2-chlorophenyl)-5-methylpyrazolo[1,5-a]pyrimidine (I-3A-4b; 59 mg, 0.15 mmol) in THF (0.5 ml) and isopropanol (0.5 ml) was added NaH (60% dispersion in oil, 30 mg, 0.76 mmol). After stirring for 1 hour, the reaction was extracted from saturated aqueous NaHCO3 with ethyl acetate, the combined organic layers were dried (MgSO4), concentrated and purified on a Biotage™ Flash 12M column using 0–35% ethyl acetate in hexanes as eluant to afford 8A-1 (59 mg, 95%) as a colorless solid: +ESI MS (M+1) 412.4; 1H NMR (400 MHz, CD2Cl2) δ 7.50–7.36 (m, 6H), 7.23 (d, J=8.7 Hz, 2H), 6.19 (s, 1H), 4.99 (septuplet, J=6.1 Hz, 1H), 2.62 (s, 3H), 1.57 (d, J=5.8 Hz, 6H).

Provenance & Evidence