Tetrabutylammonium Fluoride → 3-(2-Fluoropyridin-3-yl)-4-(2-ethylaminopyridin-3-yl)thiophene

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-bromo-4-(2-ethylaminopyridin-3-yl)thiophene (0.31 g), 2-fluoro-3-tributylstannylpyridine (0.507 g) and Pd(Ph3P)2Cl2 (0.035 g) in N-methylpyrrolidinone (3 mL), in a sealed tube, was heated at 100° C. for 17 hours. The mixture was cooled and tetrabutylammonium fluoride (1M in tetrahydrofuran, 1 mL) was added. After one day, the mixture was diluted with ethyl acetate, washed with water, dried, filtered, and evaporated. The residue was fractionated by chromatography to give 3-(2-fluoropyridin-3-yl)-4-(2-ethylaminopyridin-3-yl)thiophene (0.077 g) mp 127-129° C.

Provenance & Evidence