Carbon Tetrachloride → HCID 67251162, compound

Participants

Reaction Conditions

Reaction Steps

N′-cyclopropanecarbonyl-2-methylthio-4-(2-trimethylsilylethoxy)pyrimidine-5-carbohydrazide (9.27 g) obtained in Step 4 was dissolved in acetonitrile (250 mL), and triphenylphosphine (7.90 g) and triethylamine (7.0 mL) were added thereto. The mixture was stirred at 40° C. for 1 hour. Then, carbon tetrachloride (4.7 g) was added, and the mixture was stirred at 40° C. for 3 hours. After completion of the reaction was confirmed by thin-layer chromatography, the reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel chromatography. The fraction of the desired product was collected, and the solvent was evaporated under reduced pressure. Diethyl ether was added to the residue to precipitate crystals. The resulting crystals were collected by filtration and dried thoroughly under reduced pressure to give 5-(5-cyclopropyl[1,3,4]oxadiazol-2-yl)-4-(2-trimethylsilylethoxy)-2-methylthiopyrimidine [Compound (AA) in which —X—Y—Z— is —O—C(c-C3H5)═N—] (5.18 g, yield 59%).

Provenance & Evidence