1,2-Dichloroethane → HCID 67135958, compound

Participants

Reaction Steps

To a solution of tert-butyl 2-(((5-(N′-hydroxycarbamimidoyl)pyridin-2-yl)methyl)(methyl)amino)acetate (0.750 g; 2.55 mmol) and Intermediate A1 (0.654 mg; 2.55 mmol) in MeCN (9 mL) was added EDC (0.538 g; 2.81 mmol). The reaction mixture was stirred at ambient temperature for 18 h. The reaction mixture was diluted with pyridine (9 mL) and heated at 150° C. in the microwave for 30 minutes. The solvent was removed in vacuo and the residue dissolved in DCM. The mixture was washed with water and the organic phase passed through a hydrophobic frit. The solvent was evaporated in vacuo. The residue was purified by flash chromatography on silica, eluting with iso-hexane/EtOAc (1:1), affording the title product. 1H NMR (CDCl3, 400 MHz) δ 9.35-9.34 (1 H, m), 8.46-8.43 (2 H, m), 8.19-8.17 (1 H, m), 7.71-7.68 (1 H, m), 7.36-7.28 (4 H, m), 7.14-7.12 (1 H, m), 4.27-4.20 (2 H, m), 3.95 (2 H, s), 3.33 (3 H, s), 3.21 (2 H, s), 2.46 (3 H, s), 2.05 (3 H, s), 1.50 (9 H, s).

Provenance & Evidence