Trifluoroacetic acid → HCID 66695735, compound

Participants

Reaction Steps

To the mixture of 3-(2-methoxyphenyl)-5-methylisoxazole-4-carboxylic acid (0.182 g, 0.779 mmol), 4-chloro-5-(piperazin-1-yl)-2-vinylaniline, 2 TFA (0.279 g, 0.599 mmol) and HATU (0.296 g, 0.779 mmol) in a 100-mL round bottom flask was added NMP (5.5 mL) and triethylamine (0.145 g, 1.438 mmol). The resulted solution was stirred at room temperature for 13 hours. Water (50 mL) and DCM (50 mL) were added to the reaction mixture and the two phases were separated in a separatory funnel. The aqueous phase was extracted with DCM (2×40 mL). Solvent was evaporated by rotavap. The product was purified by preparative HPLC (acetonitrile/water−10 nM ammonium acetate) to give 0.146 g (54% yield) of the title compound.

Provenance & Evidence