Water → HCID 86671470, compound

Participants

Reaction Steps

2-(1-isopropyl-1H-1,2,4-triazol-5-yl)-10-vinyl-5,6-dihydroimidazo[1,2-d]pyrido[4,3-f][1,4]oxazepine (0.500 g, 0.00155 mol) was dissolved in Tetrahydrofuran (30 mL, 0.4 mol) and Water (20 mL, 1 mol). Osmium tetraoxide 4% (wt) in water (0.758 mL, 0.000124 mol) was added. Followed by sodium metaperiodate (0.664 g, 0.00310 mol). The reaction mixture was stirred overnight at room temperature. LC-MS analysis of the reaction mixture showed complete conversion to desired product [C]. The crude reaction mixture was quenched with saturated sodium thiosulfate, diluted with EtOAc, and extracted 3×. The combined organic layers were dried over sodium sulfate, filtered, and concentrated to dryness to give 2-(1-isopropyl-1H-1,2,4-triazol-5-yl)-5,6-dihydroimidazo[1,2-d]pyrido[4,3-f][1,4]oxazepine-10-carbaldehyde.

Provenance & Evidence