Thionyl Chloride → HCID 10310255, compound

Participants

Reaction Steps

(5R)-3-[4-(1,1-Dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3,5-difluorophenyl]-5-[4-(2-hydroxyethyl)-1,2,3-triazol-1-ylmethyl]oxazolidin-2-one (Example 51) (142 mg, 0.31 mmol) was suspended in dry chloroform (15 ml), thionylchloride (37 mg, 0.93 mmol) was added and the resulting mixture was refluxed for 12 hours. The solvent and eccess of thionylchloride was removed under vacuum and the residue was dissolved in acetonitrile (15 ml), 1,8-diazabicyclo[5.4.0]undec-7-ene (71 mg, 0.47 mmol) was added and the resulting mixture was refluxed for 12 hours. The solvent was removed under vacuum and the residure was purified by flash chromatography on silica gel with 1.5% methanol in dichloromethane to give the title product (100 mg).

Provenance & Evidence