Triethylamine → HCID 46219902, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of bis(trichloromethyl) carbonate (30 mg, 0.102 mmol) in tetrahydrofuran (2 mL) was added dropwise a suspension of N-[5-(3-amino-4-fluorophenoxy)[1,3]thiazolo[5,4-b]pyridin-2-yl]cyclopropanecarboxamide (100 mg, 0.290 mmol) produced in Example 16(vi) and triethylamine (80 μL, 0.580 mmol) in tetrahydrofuran (2 mL) at 0° C., and the mixture was stirred at 0° C. for 30 min. 6-(Trifluoromethyl)pyridin-3-amine (56 mg, 0.348 mmol) was added to the reaction mixture, and the mixture was stirred at 50° C. for 2 hr and at room temperature for 4 days. The reaction mixture was diluted with ethyl acetate (20 mL) and washed with aqueous sodium hydrogen carbonate solution (15 mL), and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure, and the obtained residue was washed with acetone (3 mL) to give the title compound (40 mg, 26%) as a white solid.

Provenance & Evidence