Sodium Carbonate → HCID 86656632, compound

Participants

Reaction Steps

A mixture comprising 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid [2-({4-[3-(3-chloro-4-ethoxy-phenyl)-ureido]-butyl}-methyl-amino)-ethyl]-amide trifluoroacetate (435 mg, 0.85 mmol), 1-(3-bromo-propyl)-4-methoxy-benzene (1.83 g, 7.99 mmol) and sodium carbonate (270 mg, 2.54 mmol) in acetone (8 mL) is heated at reflux for 11 days. After cooling to RT, the mixture is filtered and concentrated in vacuo. DCM is added and the precipitated solid is collected by filtration. The solid is crystallised from ethanol to afford the title compound. M+ 661. 1H NMR (400 MHz, DMSO-d6) δ 8.50 (1H, s), 8.29 (1H, t), 7.63 (2H, br), 7.62 (1H, d), 7.15 (1H, dd), 7.10 (2H, d), 6.99 (1H, d), 6.93 (2H, br), 6.81 (2H, d), 6.23 (1H, t), 4.01 (2H, q), 3.71 (3H, s), 3.61-3.56 (2H, m), 3.39-3.29 (4H, m), 3.08 (2H, q), 3.03 (3H, s), 2.49 (2H, t), 2.00-1.91 (2H, m), 1.72-1.64 (2H, m), 1.42 (2H, quint), 1.32 (3H, t).

Provenance & Evidence