Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 917918-84-4, name is 2-Bromo-5-fluoro-4-methyl-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H4BrFN2O2
Example 7; Preparation of Compound J’ from Compound da; Compound da (800 g, 3.404 mol), lithium methoxide (12.9 g, 0.34 mol) and DMF (5.6 L) was charged to an inert 20 L Korzun reactor. Then DMF-dimethyl acetal c. (2.02 kg, 17.1 mol) was added. The resulting homogeneous solution was warmed to 80-85 C. and held at this temperature until HPLC analysis of the crude reaction mixture indicated that less than 0.5 relative area percent (RAP) of compound da remained. The reaction mixture was cooled to 5-10 C. Water (9 L) was charged to the reactor maintaining the temperature below 45 C. The resulting slurry was cooled to 0-5 C. and held at this temperature for 1 h. The crystals were collected via filtration. The cake was washed with deionized water (6 L) and dried at 45 C. under vacuum to give J’ as a light brown solid (890 g, 90%, HPLC AP 98.1). 1H NMR (300 MHz, d6-DMSO) delta8.02 (d, JF-H=4.2 Hz, 1H), 7.47 (dd, J=13.0 Hz, JF-H=1.7 Hz, 1H), 4.20 (d, J=13.0 Hz, 1H), 3.14 (s, 6H); 13C NMR (75 MHz, d6-DMSO): delta153.9 (d, JF-C=255 Hz), 151.6, 151.4, 141.9, 136.4 (d, JF-C=27 Hz), 131.0 (d, JF-C=15 Hz), 126.1 (d, JF-C=2 Hz), 78.8.
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Reference:
Patent; Bristol-Myers Squibb Company; US2006/293304; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem