2-Chloro-3-nitro-4-pyridinecarboxylic acid

To a solution of 2-chloro-4-methyl-3-nitropyridine (4.00 g, 23.00 mmol) in H2S04 (40 ml) was added K2Cr2O7 (8.85 g, 30.00 mmol) portion wise at 0°C. The reaction mixture was heated at 60°C for 8 h. The resulting mixture was allowed to cool at rt and slowly poured onto ice. The mixture was extracted with EtOAc (5 x 30 ml). The combined organic phase was collected, dried overNa2SO4, filtered and concentrated under reduced pressure. The resulting residue was triturated with npentane (3 x 5 ml) yielding 2-chloro-3-nitroisonicotinic acid (4.00 g, 19.70 mmol). The material was used directly for the next step without further purification. LCMS: Method C, 1.51 mi MS: ES201.1 [M-lj; ‘H NMR (400 MHz, DMSO-d6) ppm 8.83 (d, J=5 Hz, 1 H), 8.03 (d, J5 Hz, 1 H).

Molecular Weight:202.55
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:201.9781343
Monoisotopic Mass:201.9781343
Topological Polar Surface Area:96
Heavy Atom Count:13
Complexity:229
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes