4-Methylmorpholine → HCID 22402464, compound

Participants

Reaction Steps

A slurry of 1-4 (0.45 g, 1.2 mmol), β-alanine ethyl ester·HCl (Aldrich) (0.184 g, 1.2 mmol), in CH3CN (2 mL) was treated with N-methylmorpholine (0.4 mL, 3.6 mmol) and BOP reagent (0.8 g, 1.8 mmol) and stirred at room temperature for 24 h. The solution was diluted with EtOAc, washed with H2O, 10% KHSO4 and brine, dried (MgSO4), filtered, concentrated and chromatographed (30% EtOAc/Hexanes) to give 1-5 as a tan solid. Rf (30% EtOAc/Hexanes) 0.22 1H NMR (300 MHz, CDCl3) δ 8.14 (d, 1H), 8.03 (s, 1H), 7.59 (d, 1H), 7.3 (m, 5H), 6.92 (m, 1H), 5.12 (s, 2H), 4.2-4.1 (m, 4H), 3.75 (dd, 2H), 3.4 (m, 1H), 2.92 (dd, 1H), 2.78 (m, 2H), 2.17 (t, 2H), 2.41 (dd, 1H), 2.0 (m, 1H), 1.7 (m, 3H), 1.6- 11 (m, 6H), 1.3 (t, 3H).

Provenance & Evidence