1,2-Dichloroethane → HCID 54179784, compound

Participants

Reaction Steps

To a stirred solution of 4-(tert-butyloxycarbonylmino)-2-(2,2,2-trifluoroethoxy)phenylacetic acid (0.20 g, 0.59 mmol) from Step 9 above in DMF (10 mL) was added 2-carbamoyl-4-(2-methylhenyl)piperazine (0.13 g, 0.59 mmol) from Step 4 of Example 1, HOBT (0.09 g, 0.6 mmol), EDC (0.15 g, 0.90 mmol), and DIEA (0.15 mL, 0.90 mmol). The solution was stirred at ambient temperature for 14 h during which time a precipitate had formed. The mixture was cooled, filtered, and the solid was washed with EtOAc and dried under reduced pressure to give 1-(2-(2,2,2-trifluoroethoxy)-4-(tert-butyloxycarbonylamino)phenylacetyl)-2-carbamoyl-4-(2-methylphenyl)-piperazine as an amorphous solid (HPLC retention time=10.0 min (method A); TLC Rf =0.40 (3:1 EtOAc:hexanes).

Provenance & Evidence