1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 66934364, compound

Participants

Reaction Conditions

Reaction Steps

(S)-3-amino-3-(5-chloropyridin-2-yl)-3-(3-fluoro-5-(trifluoromethyl)phenyl)propanoic acid (0.047 g, 0.13 mmol, prepared as described in Procedure 29) was dissolved in DCE (5 mL) at room temperature. To the solution was added EDCI (0.035 g, 0.14 mmol), HOBt (0.025 mg, 0.14 mmol), NH4Cl (0.075 g, 1.3 mmol) and TEA (ca.0.070 g). The resulting solution was stirred for 18 h then heated to 50° C. for 8 h. On cooling the reaction mixture was diluted with DCM (ca. 10 mL) and washed with saturated NaCl solution (ca.2×10 mL). (S)-3-amino-3-(5-chloropyridin-2-yl)-3-(3-fluoro-5-(trifluoromethyl)phenyl) propanamide was isolated as a colorless oil (0.03 lg, 65% yield) and was used without further purification. LCMS: 1.25 min [M+1] 362.2 (2 min gradient, MeOH/H2O 0.1% TFA).

Provenance & Evidence