HCID 86704023, compound → HCID 86704028, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of [4-(1-methylpiperidin-4-yloxy)-2-phenyl-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulen-1-yl]-methanol (example 257A) (300 mg, 0.745 mmole) in 1,4-dioxane (4 mL) is added MnO2 (320 mg, 3.72 mmole) and the reaction mixture is heated at 90° C. overnight. Another portion of MnO2 (320 mg, 3.72 mmole) is added and the reaction mixture is heated at 90° C. overnight. The reaction mixture is filtered onto celite, cake washed with AcOEt and the solvent is removed under reduced pressure. The residue is purified by silica gel chromatography eluting with (CH2Cl2:MeOH) (100:0) to (95:5) to give 4-(1-methylpiperidin-4-yloxy)-2-phenyl-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulene-1-carbaldehyde melting at 70° C.

Provenance & Evidence