1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 86760385, compound

Participants

Reaction Steps

To a solution of 2-methanesulfinylpyrimidine-5-carboxylic acid (4-fluorophenyl)amide (60 mg, 0.215 mmol) in THF (1 mL) was added [2-(4-chlorophenyl)-5-methylfuran-3-yl]methanol (96 mg, 0.43 mmol) followed by DBU (65 μL, 0.43 mmol). The reaction was stirred for 1 h, diluted with 50% dichloromethane/hexane, and passed through a plug of SiO2 washing with 30% ethyl acetate/hexane. The filtrate was concentrated in vacuo, and the resulting solids were triturated with 20% ethyl acetate/hexane to afford 44.5 mg (47% yield) of the titled product as a white solid. ESI-MS m/z 438 (MH+) and 440 (M+2)H+, 436 (M−H)− and 438 ((M+2)−H)−.

Provenance & Evidence