Dimethylformamide → Cyclopentanecarboxylic acid [(3-chloropyrazin-2-yl)-(4-phenoxyphenyl)-methyl]-amide

Participants

Reaction Steps

In a 10 mL flask were added C-(3-chloropyrazin-2-yl)-C-(4-phenoxyphenyl)-methylamine (75 mg, 0.24 mmol), DIEA (0.38 mL, 0.0022 mol), TBTU (0.12 g, 0.00036 mol) and DMF (4 mL, 0.05 mol) and the reaction mixture is stirred at rt overnight. Reaction mixture was concentrated in vacuo and washed with sat NaHCO3, brine extracting with DCM. The organic layer was concentrated to give a dark yellow solid. Purification by prep TLC using 50% EtOAc: hexanes afforded 80 mg of the title compound as an off white solid. MS (ES+): m/z 407.86 (50)[MH+]. HPLC: tR=3.75 min (Open Lynx, polar—5 min).

Provenance & Evidence