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0 °C

To a mixture of 6-(1-methyl-1H-pyrazol-4-yl)-3-nitro-N2-(quinolin-6-ylmethyl)pyridine-2,4-diamine (260 mg, 0.69 mmol) in HBF4 (5 mL) at 0° C. was added HNO2 (96 mg, 1.4 mmol) in H2O (0.5 mL). The reaction mixture was stirred at 0° C. overnight, then basified with aqueous NaHCO3 to pH=6-7. The resulting mixture was filtered. The filtrate was concentrated and purified by chromatography on silica gel to afford the title compound (200 mg). MS (m/z): 377 (M+1)+.

1. filtrationThe resulting mixture was filtered
2. concentrationThe filtrate was concentrated
3. custompurified by chromatography on silica gel