1,2-Dichloroethane → HCID 52932049, compound

Participants

Reaction Steps

To a solution of 0.075 g (0.426 mmol) (4-cyclopropylphenyl)acetic acid in 0.850 ml DMF was added 0.194 g (0.638 mmol) (S)-(4-bromophenyl)(1-methyl-1H-1,2,3-triazol-4-yl)methanaminium chloride 0.063 g (0.468 mmol) HOAT, 0.090 g (0.468 mmol) EDC, and 0.186 mL (1.06 mmol) triethylamine. After 24 hr at room temperature, the reaction mixture was purified by preparative HPLC (5->95% CH3CN/H2O over 15 min, 0.05% added TFA, C18) to afford 0.160 g (88%) N-[(S)-(4-bromophenyl)(1-methyl-1H-1,2,3-triazol-4-yl)methyl]-2-(4-cyclopropylphenyl)acetamide. 1H NMR (CDCl3, 400 MHz) 7.43-7.40 (m, 2H); 7.39 (m, 1H); 7.14 (m, 4H); 7.03 (d, 2H, J=8.25 Hz); 6.73 (d, 1H, J=7.41 Hz); 6.20 (d, 1H, J=7.50 Hz); 4.04 (s, 3H); 3.56 (s, 2H); 1.91-1.84 (m, 1H); 0.98-0.94 (m, 2H); 0.70-0.66 (m, 2H). HRMS (ES) [M+1]+ calcd for C21H21BrN4O: 425.0977. Found: 425.0979.

Provenance & Evidence