(But-3-yn-1-yl)diethylamine → 4-(2-(4-(Diethylamino)but-1-ynyl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamine

Participants

Reaction Conditions

Reaction Steps

Prepared from N,N-diethylbut-3-yn-1-amine (30 mg, 1.04 mmol) and 3-fluoro-4-(2-iodothieno[3,2-b]pyridin-7-yloxy)benzenamine (Example 6, Step A; 200 mg, 0.518 mmol) according to the procedure described for Example 6, Step B, except the reaction was heated to 50° C. for 7 hours. The crude was purified by preparative TLC (10% MeOH/EtOAc). The product was obtained as a waxy solid (12 mg, 6%). 1H NMR (400 MHz, CDCl3) δ 8.46 (d, J=6 Hz, 1H), 7.52 (s, 1H), 7.03 (m, 1H), 6.52 (m, 3H), 3.85 (s, 2H), 2.88 (m, 2H), 2.67 (m, 6H), 1.12 (m, 6H).

Provenance & Evidence