1-Methyl-4-(prop-2-yn-1-yl)piperazine → 3-Fluoro-4-(2-(3-(4-methylpiperazin-1-yl)prop-1-ynyl)thieno[3,2-b]pyridin-7-yloxy)aniline

Participants

Reaction Conditions

Reaction Steps

Prepared from 1-methyl-4-(prop-2-ynyl)piperazine (26.8 mg, 0.194 mmol) and 3-fluoro-4-(2-iodothieno[3,2-b]pyridin-7-yloxy)benzenamine (Example 6, Step A; 50 mg, 0.13 mmol) according to the procedure described for Example 6, Step B, except the reaction was heated at 50° C. for 7 hours. The crude was purified by preparative TLC eluting with 5% MeOH (containing 7N NH3) in CH2Cl2. The product was obtained as a waxy solid (40 mg, 75%). 1H NMR (400 MHz, CDCl3) δ 8.47 (d, J=6 Hz, 1H), 7.58 (s, 1H), 7.03 (m, 1H), 6.53 (m, 3H), 3.86 (br s, 2H), 3.61 (s, 2H), 2.5-2.8 (m, 8H), 2.37 (s, 3H).

Provenance & Evidence