Sources of common compounds: 2-(Chloromethyl)-3-fluoropyridine

According to the analysis of related databases, 149489-32-7, the application of this compound in the production field has become more and more popular.

Reference of 149489-32-7, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 149489-32-7, name is 2-(Chloromethyl)-3-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 182; N-[6-Cyano-9-(3-fluoro-pyridin-2-ylmethyl)-2,3,4,9-tetrahydro-lH-carbazol-3-yl]- isobutyramideSuspend sodium hydride (60% suspension in mineral oil, 114 mg, 1.64 mmol) in dimethylformamide (7 mL) and cool to 0 0C. Add a solution of N-(6- cyano-2,3,4,9-tetrahydro-lH-carbazol-3-yl)-isobutyramide (Preparation 3) (385 mg, 1.37 mmol) in dimethylformamide (3.5 mL). After several minutes, warm the reaction to room temperature, and stir for 30 min, after which time add 2- chloromethyl-3-fluoro-pyridine (Preparation 60). Stir the reaction overnight and then dilute with ethyl acetate (100 mL). Wash the reaction mixture sequentially with brine (3 x 75 mL), water (75 mL), and brine (75 mL). Separate the organic layer, dry over magnesium sulfate, filter, and concentrate under reduced pressure. Purify using flash chromatography [silica gel, gradient from 0: 100 to 20:80 (90: 10: 1 EPO dichloromethane:methanol:concentrated ammonium hydroxide) :dichloromethane] to provide 184 mg (38%) of the title compound as an off-white solid, m.p. = 213- 216 0C; MS: m/z 391 [C23H23FN4O + I]+; 1H NMR (300 MHz, DMSO-J6): delta 8.29- 8.31 (m, IH), 7.92 (d, /= 1.2 Hz, IH), 7.84 (d, / = 7.6 Hz, IH), 7.71-7.78 (m, IH), 7.58 (d, / = 8.5 Hz, IH), 7.38-7.44 (m, 2H), 5.56 (s, 2H), 3.99-4.04 (m, IH), 2.73- 3.00 (m, 3H), 2.49-2.55 (m, IH), 2.37 (septet, J= 6.8 Hz, IH), 1.96-2.00 (m, IH), 1.76-1.83 (m, IH), 1.01 (d, /= 6.8 Hz, 6H).

According to the analysis of related databases, 149489-32-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; WO2007/2181; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem