Methanol → HCID 67350482, compound

Participants

Reaction Conditions

Reaction Steps

(S)-5-[3-(9-Methylthio-6-oxo-2,3,3a,4-tetrahydro-1H,6H-5,8,10,10b-tetraazabenzo[e]azulen-5-yl)phenyl]-1,3,4-oxadiazol-2(3H)-one (280 mg, 0.68 mmol) obtained in Step 1 was suspended in THF (5.0 mL), and the mixture was stirred at 55° C. for 5 hours after adding methanol (0.082 mL, 2.04 mmol), triphenylphosphine-supported resin (Triphenylphosphine, polymer-supported; 3.08 mmol P/G, 1.02 g, 3.06 mmol), and diethyl azodicarboxylate (40% toluene solution, 0.92 mL, 2.04 mmol). The resin was separated by filtration, and the filtrate was collected, and concentrated under reduced pressure. The resulting residue was then purified by silica gel column chromatography to give (S)-3-methyl-5-[3-(9-methylthio-6-oxo-2,3,3a,4-tetrahydro-1H,6H-5,8,10,10b-tetraazabenzo[e]azulen-5-yl)phenyl]-1,3,4-oxadiazol-2(3H)-one (305 mg, quantitative).

Provenance & Evidence