3-Bromothiophene-2-carbonitrile → 3-(2-Fluoro-5-nitrophenyl)thiophene-2-carbonitrile

Participants

Reaction Steps

3-Bromothiophene-2-carbonitrile was coupled with 2-(2-fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane using the conditions described in Example 1 to give 3-(2-fluoro-5-nitrophenyl)thiophene-2-carbonitrile as an off-white solid. This in turn was reduced using the conditions outlined in Example 1 to give 3-(5-amino-2-fluorophenyl)thiophene-2-carbonitrile: δH (400 MHz, CDCl3) 3.67 (2H, s), 6.68-6.72 (1H, m), 6.90 (1H, dd, J 6 and 3), 7.00 (1H, dd, J 9 and 1), 7.30 (1H), dd, J 5 and 2), 7.60 (1H, d, J 5).

Provenance & Evidence