1,2-Dichloroethane → HCID 9906800, compound

Participants

Reaction Conditions

Reaction Steps

5,6-Diphenyl-pyrazine-2-carboxylic acid (500 mg, 1.81 mmol) from Preparation A, step (a), was dissolved in DCM (4 ml) and DMF (150 μl). DMAP (22 mg, 0.18 mmol) and 1-aminopiperidine (218 mg, 2.17 mmol) were added and the solution was cooled to 0° C. A slurry of EDC (1.99 mmol, in 2 mL DCM and 100 μl DMF) was added dropwise. The reaction mixture was stirred at 25° C. After 17 hours additional 1-aminopiperidine (40 mg, 0.40 mmol) and EDC (76 mg, 0.40 mmol) was added, and the mixture was stirred for an additional 3 hours. The crude was diluted with DCM (5 ml) and washed with a saturated solution of NaHCO3. The organic phase was dried (MgSO4), filtered and evaporated. Flash chromatography (SiO2, ethyl acetate:hexane 2:1) gave the subtitle compound (160 mg, 25%) as a white solid.

Provenance & Evidence