Sodium periodate → HCID 22179999, compound

Participants

Reaction Steps

A mixture of 3-benzyl-7-chloro-2-(2-dimethylamino-vinyl)-3H-pyrrolo[2,1-f][1,2,4]-triazin-4-one (1.84 g, 5.59 mmole) and sodium periodate (6.0 g, 28 mmol) in THF (70 mL) and pH 7 buffer was stirred at rt under nitrogen for 45 min. The reaction mixture was filtered through Celite®, the filtrate was extracted with EtOAc (2×80 mL). The EtOAc solution was dried over MgSO4. Concentration and purification of the crude product by flash column chromatography (SiO2, EtOAc/hexane 1.5:8.5 to 4:1) gave the title compound as a white solid (1.36 g, 84%): 1H NMR (CDCl3) δ 9.48 (s, 1H), 7.20 (m, 5H), 7.10 (d, 1H, J=4.4 Hz), 6.60 (d, 1H, J=4.4 Hz), 5.68 (s, 2H); MS (ESI+) 288.08 (M++H).

Provenance & Evidence