Acetic Acid → HCID 60204510, compound

Participants

Reaction Conditions

Reaction Steps

2.1 mL (5.3 mmol) of a 2.5 M solution of nBuLi in hexane was added to a stirred solution of 1.0 g (4.8 mmol) of N-(4-fluorophenyl)-N-methylthiazol-5-amine in 30 mL of THF at −78° C. The solution was stirred for 30 min at −78° C. before 0.61 mL (5.3 mmol) of 2-chloro-5-fluoropyrimidine was added. The reaction solution was stirred for 1 h at −78° C., then quenched by addition of 0.83 mL (14 mmol) of AcOH. A solution of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (1.1 g, 4.8 mmol) in 5 mL of THF was added and the reaction solution was warmed to 0° C. and stirred for 10 min then poured into 600 mL of water and the solid product was collected by filtration, washed with water and dried in vacuo. MS (M+H)+ 339.

Provenance & Evidence