N-ethyl-N-methyl-6-(trimethylstannyl)pyridine-3-sulfonamide → 6'-amino-N-ethyl-N-methyl-5'-(7-oxo-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl)-[2,3'-bipyridine]-5-sulfonamide

Participants

Reaction Steps

The final step of general method D was applied to N-ethyl-N-methyl-6-(trimethylstannyl)pyridine-3-sulfonamide (233 mg, 0.6 mmol) and 2-(2-amino-5-bromopyridin-3-yl)-5,6-dihydrothieno[2,3-c]pyridin-7(4H)-one (194 mg, 0.6 mmol) to give 6′-amino-N-ethyl-N-methyl-5′-(7-oxo-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl)-[2,3′-bipyridine]-5-sulfonamide as a yellow solid (140 mg, 0.31 mmol, 53% yield) after purification by reverse phase preparatory HPLC. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.91 (d, J=2.0 Hz, 1H), 8.85 (d, J=2.3 Hz, 1H), 8.26 (d, J=2.3 Hz, 1H), 8.10-8.19 (m, 2H), 7.73 (br. s, 1H), 7.33 (s, 1H), 6.62 (s, 2H), 3.44-3.50 (m, 2H), 3.09 (s, 2H), 2.86 (t, J=1.0 Hz, 1H), 2.72 (s, 3H), 1.01-1.09 (m, 3H); MS (EI) m/z=444.5 [M+1]+.

Provenance & Evidence