Sodium Chloride → 2-[3-(3-chloro-4-methyl-2-thienyl)-4-isobutyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-[2-(tri-fluoromethyl)phenylmethyl]-acetamide

Participants

Reaction Steps

40.0 mg (0.121 mmol) of 2-[3-(3-chloro-4-methyl-2-thienyl)-4-isobutyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetic acid from Example 249A and 23.4 mg (0.133 mmol) of 2-trifluoromethyl-benzylamine are placed 1.5 ml of DMF and treated with 19.7 mg (0.146 mmol) of HOBt. 30.2 mg (0.158 mmol) of EDC hydrochloride are added and the mixture is stirred overnight at RT. For the workup, the reaction mixture is stirred with about 15 ml of water, saturated with sodium chloride and extracted with ethyl acetate. The organic phase is separated and concentrated, and the residue is dissolved in methanol and purified by preparative HPLC [Method 12]. 26 mg (44% of theory) of the target compound are thus obtained.

Provenance & Evidence