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 2 L round bottom flask dry THF (450 mL) was taken. It was cooled to −15 to −10° C. and NaBH4 (11.2 g) was added. After that methanesulfonic acid (71.1 g) was added dropwise at −15 to −5° C. over a period of 2.5 h. Separately, 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 (40.0 g) was mixed in a solvent mixture of dry THF (100 mL) and IPA (44 mL) and added into the reaction mixture over a period of 45-60 min. at −10 to −5° C. It was stirred for 30-60 min. 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 an 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.-41.5 g; % Y-100%; % Purity by HPLC-94.5%; % H2O by KF-4.58%).

Provenance & Evidence