4-(2-Propyn-1-yl)morpholine → 3-Fluoro-4-(2-(3-morpholinoprop-1-ynyl)thieno[3,2-b]pyridin-7-yloxy)benzenamine

Participants

Reaction Conditions

Reaction Steps

Prepared from 4-(prop-2-ynyl)morpholine (24 mg, 0.19 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 [5% MeOH (containing 7N NH3) in CH2Cl2]. The product was obtained as a waxy solid (39 mg, 77%). 1H NMR (400 MHz, CDCl3) δ 8.48 (d, J=5 Hz, 1H), 7.59 (s, 1H), 7.03 (m, 1H), 6.53 (m, 3H), 3.79 (m, 6H), 3.59 (s, 2H), 2.66 (m, 4H).

Provenance & Evidence