TBAF tetrahydrofuran → HCID 178503411, compound

Participants

Reaction Steps

5-(5-Cyclopropyl[1,3,4]oxadiazol-2-yl)-4-(2-trimethylsilylethoxy)-2-methylthiopyrimidine (10.0 g) obtained in Step 5 was dissolved in THF (100 mL), and a TBAF-THF solution (1.0 mol/L, 42.8 mL) was added thereto. The mixture was stirred at room temperature for 12 hours. After completion of the reaction was confirmed by thin-layer chromatography, the solvent was evaporated 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. Diisopropyl 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-hydroxy-2-methylthiopyrimidine [Compound (AB) in which —X—Y—Z— represents —O—C(c-C3H5)═N—, and R2B is methylthio] (6.26 g, yield 88%).

Provenance & Evidence