Ammonia → 3-Amino-1-(3-(trifluoromethyl)-5,6-dihydro(1,2,4)triazolo(4,3-a)pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one

Participants

Reaction Conditions

Reaction Steps

In a 100 mL round bottom flask dry THF (50 mL) was taken. It was cooled to −15 to −10° C. and NaBH4 (1.1 g) was added. After that boron trifluoride etherate (10.9 g) was added dropwise at −15 to −5° C. over a period of 30 min. 4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine (5.0 g) was mixed in a solvent mixture of dry THF (12.5 mL) and IPA (5.5 mL) and added into the reaction mixture over a period of 45-60 min. at −10 to −5° C. It was stirred for 2.5 h at −10 to −5° C. Reaction mixture was poured into cold water. It was basified by adding 25% aq. ammonia solution. Product was extracted in ethyl acetate. The organic layer was collected and combined. It was washed with water and brine solution. It was dried over anhydrous sodium sulfate. Solvent was evaporated at reduced pressure to obtain the product. (Wt.-4.81 g, % Y-95.8%, % Purity by HPLC-96.5%).

Provenance & Evidence