Dimethylformamide → HCID 14155426, compound

Participants

Reaction Steps

To the reagent made from 0.56 ml of dimethylformamide in 5 ml methylene chloride and 1.03 g of phosphorous oxychloride is added a solution of 1.88 g of 1,3,4,16b-tetrahydro-2-methyl-2H,10H-indolo[2,1-c]pyrazino[1,2-a][1,4]-benzodiazepine in 5 ml methylene chloride in a dropwise manner maintaining the temperature of the reaction below 10°. The reaction is allowed to stir at room temperature for 30 minutes. The reaction mixture is quenched with 10 ml of a saturated solution of sodium acetate and heated at reflux temperature for 1 hour. On cooling to room temperature the reaction is extracted with 3×50 ml methylene chloride. The organic extracts are combined and dried over anhydrous sodium sulfate and the solvent removed by evaporation under reduced pressure to yield 1,3,4,16b-tetrahydro-2-methyl-2H,10H-indolo[2,1-c]pyrazino[1,2-a][1,4]benzodiazepine-16-carboxaldehyde which is converted to the hydrochloride salt, mp 260°-266°.

Provenance & Evidence