Sodium Cyanide → HCID 67346964, compound

Participants

Reaction Steps

A mixture of 3-fluoro-4-(2-iodothieno[3,2-b]pyridin-7-yloxy)aniline (Example 6, Step A; 0.50 g, 1.3 mmol) and CuCN (0.14 g, 1.6 mmol) was refluxed for 90 minutes in DMF (5 mL). The residue was poured into 25% aq. NaCN (30 mL), extracted with CHCl3, dried over MgSO4, and concentrated. The crude was purified by silica gel flash column chromatography (0.5% MeOH in CH2Cl2) to afford 0.179 g (49%) of the desired product. LRMS (APCI pos) m/e 286.2 (M+1). 1H-NMR (400 MHz, CDCl3) δ 8.62 (d, 1H), 8.08 (s, 1H), 7.05 (t, 1H), 6.67 (d, 1H), 6.53 (m, 2H), 3.87 (s, 2H); 19F-NMR (376 MHz, CDCl3) δ −128.4.

Provenance & Evidence