Propane, 2,2',2''-[methylidynetris(oxy)]tris- → HCID 18187347, compound

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Reaction Steps

Method MMM To a stirred solution of 7-chloro-5-(difluoromethyl)-5-formyl-5,10-dihydrobenzo[b][1,8]naphthyridine (93) (294 mg, 1.0 mmol) in anhydrous triisopropyl orthoformate (8.24 mL, 36.98 mmol) and anhydrous isopropanol (5 mL) at room temperature was added p-TsOH.H2O (380 mg, 2.0 mmol). After 1.5 h at room temperature, the reaction was concentrated in vacuo. Flash chromatography (SiO2, 30% EtOAc-hexane) afforded 94 (132 mg, 34% yield) as a yellow solid.

Provenance & Evidence