Trifluoroacetic acid → HCID 58179777, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-(4-methoxybenzyl)-5-bromo-3-(5-(2,3-dichlorophenyl)-1,2,3-thiadiazol-4-yl)pyridin-2-amine (0.128 mmol) in CH2Cl2 (2 mL) was added TFA (3 mL). The mixture was heated at 40° C. for 20 hours then at RT for 3 d. The volatiles were evaporated and the residue purified by preparative reversed-phase HPLC to afford 5-bromo-3-(5-(2,3-dichlorophenyl)-1,2,3-thiadiazol-4-yl)pyridin-2-amine as a colorless oil (0.019 g, 37% yield). Using the same procedure, 5-bromo-3-(5-(2,3-fluorophenyl)-1,2,3-thiadiazol-4-yl)pyridin-2-amine and 5-bromo-3-(5-(3-chloro-2-fluorophenyl)-1,2,3-thiadiazol-4-yl)pyridin-2-amine can be produced from 1-(5-bromo-2-chloropyridin-3-yl)-2-(2,3-difluorophenyl)ethanone and 1-(5-bromo-2-chloropyridin-3-yl)-2-(3-chloro-2-fluorophenyl)ethanone, respectively.

Provenance & Evidence