1,2-Dichloroethane → HCID 67607018, compound

Participants

Reaction Steps

A solution of amine 84 (480 mg, 0.87 mmol) in DCM (8 mL) was cooled to 0° C. and treated with pyruvic acid (0.06 mL, 0.91 mmol), EDC (200 mg, 1.04 mmol), HOBt (141 mg, 1.04 mmol), and DIPEA (0.47 mL, 2.69 mmol). The reaction mixture was allowed to warm to ambient temperature. After 16 h, the reaction mixture was diluted with DCM, washed successively with 1M HCl, saturated aqueous NaHCO3, and brine, dried over anhydrous Na2SO4, filtered and concentrated to afford 87 (529 mg, 97%) as a white foam that was used with out further purification. 1H NMR (CDCl3, 300 MHz): δ7.10-7.01 (m, 1H), 6.88 (br s, 1H), 6.71-6.64 (m, 1H), 6.56-6.53 (m, 1H), 4.72-4.68 (m, 1H), 4.62-4.53 (m, 2H), 4.44 (d, J=6.3 Hz, 1H), 4.15-3.97 (m, 2H), 3.89-3.81 (m, 1H), 3.72-3.61 (m, 1H), 3.53-3.36 (m, 1H), 2.88-2.79 (m, 4H), 2.49-2.00 (m, 5H), 1.49 (s, 9H), 1.32 (d, J=6.9 Hz, 3H), 0.98 (s, 9H) ppm.

Provenance & Evidence