Triethylamine → HCID 21201721, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 3-aminobenzoate (0.43 g) was dissolved in tetrahydrofuran (25 ml), the solution was cooled to internal temperature 5-8° C. Triphosgene (0.28 g) was added to the solution, and stirred for 5 minutes. Subsequently, triethylamine (0.95 g) was added dropwise over 15 minutes interval. The mixture was stirred at room temperature for 10 minutes, a solution of 1-(pyrrolidin-1-ylcarbonylmethyl)-2-oxo-3-amino-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (0.87 g) in tetrahydrofuran (15 ml) was added to the mixture, the resultant mixture was stirred for one hour. Water and chloroform were added to the reaction mixture and extracted. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, ether was added to crystals so precipitated for trituration, collected by filtration, to thereby obtain 1.20 g of the title compound (Yield: 91.3%).

Provenance & Evidence