HCID 60768076, compound → HCID 67347067, compound

Participants

Reaction Steps

Prepared from N-(3-fluoro-4-(2-iodothieno[3,2-b]pyridin-7-yloxy)phenyl)-N-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide (Example 12, Step A, 50 mg, 0.0845 mmol) and N,N-dimethyl-1-(prop-2-ynyl)piperidin-4-amine (Example 20, Step A, 35.1 mg, 0.211 mmol) using the procedure described for Example 6, Step B. The crude was purified by preparative TLC (1 mm thickness, Rf=0.32), eluting with 10% MeOH (containing 7N NH3) in CHCl3. The product was further purified by trituration with 3:1 pentane/DCM (5 mL) and filtered. The product was obtained as a waxy solid (4 mg, 7%). HPLC: 100% purity (220 nm); LCMS (APCI+): 100% purity, 220 nm, m/z 630 (M+1) detected; 1H NMR (400 MHz, CDCl3) δ 10.06 (s, 1H), 8.49 (m, 1H), 8.17 (br s, 1H), 7.77 (m, 1H), 7.59 (s, 1H), 7.45 (m, 2H), 7.26 (m, 2H, overlaps chloroform), 7.07 (m, 2H), 6.51 (m, 1H), 3.59 (s, 2H), 3.02 (m, 2H), 2.30 (m, 9H), 1.82 (m, 4H), 1.62 (m, 4H).

Provenance & Evidence