1,2-Dichloroethane → HCID 178445685, compound

Participants

Reaction Steps

To a solution of the intermediate from example 1 step F (90 mg, 0.175 mmol) in DMF was added HOAt (36 mg, 0.26 mmol), DIEA (92 μL, 0.52 mmol), β-alanine-tert-butyl ester(48 mg, 0.26 mmol) and EDC (50 mg, 0.26 mmol). After stirring the reaction at room temperature for 18 hours it was diluted with ethyl acetate (20 mL), washed with 1N HCl, saturated NaHCO3, and saturated NaCl. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified on the Biotage quad 3 using 30% ethyl acetate-hexanes to give the title compound. 1H NMR (CDCl3, 500 MHz): 7.72 (d, J=8.3 Hz, 2H), 7.45 (t, J=6.9 Hz, 2H), 7.40 (d, J=8.2 Hz, 2H), 6.87 (bt, J=5.5 Hz, 1H), 6.73 (s, 1H), 5.83 (s, 2H), 3.9 (m, 1H), 3.7 (q, J=6.0 Hz, 2H), 2.57 (t, J=6.0 Hz, 2H), 2.1 (bm, 2H), 1.9 (bm, 2H), 1.47 (s, 9H), 1.2-1.4 (m, 4H), 0.88 (s, 9H). LC-MS: 4.55 min; (M+H)=641.5.

Provenance & Evidence