Phosphorus oxychloride → 4-chloro-1-(2,3-dichlorophenyl)-1H-pyrazolo[3,4-d]pyrimidine

Participants

Reaction Conditions

Reaction Steps

Phosphorus oxychloride (26.5 ml, 284.60 mmol) was added to 1-(2,3-dichlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ol (Intermediate AR3) (4 g, 14.23 mmol), at ambient temperature. The resulting mixture was stirred at 100° C. for 4 hours. Allowed to cool to Ambient temperature. The reaction mixture was evaporated to near dryness, dissolved in toluene, evaporated, re-dissolved in toluene and evaporated to dryness again. The solid was triturated with EtOH. A solid was filtered off and dried under vacuum to give the product (2.450 g, 57.5%). 1H NMR (400 MHz, DMSO) δ 7.65 (1H, m), 7.73-7.75 (1H, dd), 7.94-7.97 (1H, dd), 8.83 (1H, s), 8.91 (1H, s); m/z (ES+) (M+H)+=518; HPLC tR=1.89 min.

Provenance & Evidence