N,N-Dimethylpropargylamine → HCID 67155703, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2,6-difluoro-N-(2-iodo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide (91 mg, 0.14 mmol, 1.0 eq.), N,N-dimethylprop-2-yn-1-amine (2.7 eq.), CuI (0.2 eq.) and PdCl2(PPh3)2 (0.2 eq.) in 1:1 TEA/THF (8 mL) was degassed under argon for 10 minutes. The mixture was heated to 60° C. for 16 hours, and the volatiles were removed under reduced pressure. The resulting residue was diluted with EtOAc and water and filtered through GF/F paper. The layers were separated. The organic layer was dried (MgSO4) and purified by silica gel chromatography (eluting with 100% EtOAc) to afford N-(2-(3-(dimethylamino)prop-1-ynyl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide as an oil (54 mg, 64%).

Provenance & Evidence