1,2-Diaminocyclohexane → HCID 178495929, compound

Participants

Reaction Steps

The compound was synthesized according to method 6 starting from tert-butyl (R)-1-(4-(bis(2-methoxyethyl)amino)phenyl)-2-hydroxyethylcarbamate (0.350 g, 0.951 mmol), thionyl chloride (0.55 mL, 7.608 mmol), 4-bromo-1,2-diamino benzene (111 mg, 0.598 mmol), cesium fluoride (165 mg, 1.08 mmoles) and copper iodide (15 mg, 0.081 mmoles), 1,2-diaminocyclohexane (0.06, 0.598 mmoles) formic acid (5 mL). Yield: 0.04 g (10.8%). MS m/z 411.4 (M+H)+; 1H-NMR 400 MHz, CDCl3): δ 7.89 (d, 1H); 7.60-7.45 (m, 2H); 7.26-7.11 (merged with CDCl3, 3H); 6.61 (d, 2H); 5.60 (t, 1H); 4.77 (t, 1H); 4.33 (t, 1H); 3.60-3.49 (m, 8H); 3.32 (s, 6H), HPLC (λ=214 nm, [A]: rt 10.09 min (96%).

Provenance & Evidence