2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 57666167, compound

Participants

Reaction Steps

A solution of benzyl [(1S,2R,5S)-5-[2-(trifluoromethyl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidin-6-yl]-2-(2,4,5-trifluorophenyl)cyclohexyl]carbamate (265 mg) and DDQ (111 mg) in 4 nm of dioxane was stirred for 4 h and the resulting product purified by chromatography on a Biotage Horizon® system (silica, gradient 10-35% ethyl acetate/dichloromethane) to give the title compound. LC-MS 549.3 (M+1). A portion of this product (20 mg) was dissolved in acetonitrile (2 mL), treated with trimethylsilyl iodide (0.2 mL), stirred for 30 min, and quenched with methanol (2 mL). The desired product was purified by preparative TLC (silica, 1:9:90 ammonium hydroxide:methanol:dichloromethane). LC-MS 415.3.

Provenance & Evidence