1,2-Dichloroethane → HCID 15391112, compound

Participants

Reaction Conditions

Reaction Steps

0.74 ml of POCl3 is added at 0° C. to 0.64 ml of DMF. The solidified mixture is allowed to come to room temperature and 14 ml of 1,2-dichloroethane are added. A solution of 2 g of 1-benzyl-3-(2-furyl)pyrazolo[3,4-d]pyrimidine (Rf=0.45, SiO2, toluene/ethyl acetate=1:1) in 14 ml of 1,2-dichloroethane is added dropwise at 15° C. to this solution and it is then warmed to 80° C. After 4 h, the entire batch is added dropwise to further Vilsmeier reagent, which was prepared from 1.5 ml of POCl3 and 1.3 ml of DMF, and stirred at 80° C. for 24 h. The mixture is then added to a 50% aqueous solution of K2HPO4 and briefly heated to 75° C. with stirring. After extraction with ethyl acetate, drying of the organic phase, concentration in a rotary evaporator and chromatography on SiO2, 0.6 g (27% of theory) of an oil is obtained (Rf=0.3, SiO2, toluene/ethyl acetate=1:1).

Provenance & Evidence