Ethyl Acetate → HCID 58525582, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-chloro-4-nitropyridine (0.228 g, 1.44 mmol), 6-hydroxyquinoline-3-carboxylic acid (Int-15, 0.3 g, 1.58 mmol), and cesium carbonate (1.41 g, 4.32 mol) in N,N-dimethylformamide (3 mL) was heated at 150° C. for 2 h in a microwave reactor. The reaction was cooled to room temperature and filtered to remove solids. The filtrate was acidified with hydrochloric acid (1 M in water) until pH 1.5. The product precipitated cleanly and was isolated by suction filtration. LC-MS: (FA) EA+ 301; 1H NMR (400 MHz, d6-DMSO) δ ppm 9.31 (d, J=2.1 Hz, 1H), 8.98 (d, J=2.0 Hz, 1 H), 8.34 (d, J=5.7 Hz, 1H), 8.21 (d, J=9.1 Hz, 1H), 8.06 (d, J=2.7 Hz, 1H), 7.79 (dd, J=9.1, 2.8 Hz, 1H), 7.20 (d, J=2.2 Hz, 1H), 7.09 (dd, J=5.7, 2.3 Hz, 1H).

Provenance & Evidence