Tetrahydrofuran → HCID 67052806, compound

Participants

Reaction Conditions

Reaction Steps

2,6-Difluoro-N-(3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide (100 mg, 0.156 mmol), N,N-diethylprop-2-yn-1-amine (19.1 mg, 0.172 mmol), triethylamine (212.6 μL 1.56 mmol), copper(I) iodide (1.19 mg, 0.00624 mmol) and THF (10 mL) were added to a 100 mL round-bottomed flask. Next, Pd(PPh3)4 (7.21 mg, 0.00624 mmol) was added under nitrogen. The mixture was heated to 50° C. for 24 hours. The mixture was cooled to room temperature and diluted with brine (50 mL). The mixture was extracted with EtOAc (50 mL), dried with sodium sulfate, filtered and concentrated to get N-(3-(3-(diethylamino)prop-1-ynyl)-1-(4-methoxybenzyl)-1H-pyrazolo[3, 4-1)]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (115 mg, 88%) as a solid.

Provenance & Evidence