Hydrochloric Acid → HCID 59416017, compound

Participants

Reaction Conditions

Reaction Steps

6-(3-Ethylureido)-4-(4-(trifluoromethyl)thiazol-2-yl)pyridin-3-ylboronic acid (Intermediate 17, 0.448 g, 1.24 mmol) and ethyl 1-((1-(tert-butoxycarbonyl)piperidin-2-yl)methyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylate (Intermediate 72, 0.672 g, 1.24 mmol) were combined and diluted with dioxane (6 mL). A solution of Cs2CO3 (0.689 g, 2.11 mmol) in water (1.5 mL) was added. Tetrakis(triphenylphosphine)palladium(0) (0.144 g, 0.12 mmol) was added. The mixture was heated at 100° C. overnight. After cooling to RT, water and MeOH were added and the mixture was conconcentrated in vacuo. The residue was acidified with 1 N aq HCl and then dried on a lyophilizer. The resultant solid with diluted with EtOAc and water and the layers were separated. The organic layer was washed with water, brine, dried over Na2SO4 and conconcentrated in vacuo to give the title compound which was used without further purification.

Provenance & Evidence