Extracurricular laboratory: Synthetic route of (2-Chloropyridin-4-yl)methanol

According to the analysis of related databases, 100704-10-7, the application of this compound in the production field has become more and more popular.

Reference of 100704-10-7, Adding some certain compound to certain chemical reactions, such as: 100704-10-7, name is (2-Chloropyridin-4-yl)methanol,molecular formula is C6H6ClNO, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 100704-10-7.

A sample of (2-chloropyridin-4-yl)methanol (110.0 mg, 0.77 mmol) was dissolved in anhydrous THF (1.5 mL), treated with /Y,iV-diisopropylethylamine (0.29 mL, 1.69 mmol) and cooled to -78 0C. Methanesulfonyl chloride was added (0.07 mL, 0.84 mmol), and the reaction mixture was allowed to slowly warm to room temperature overnight. The reaction mixture was then diluted with dichloromethane and washed with water. The organic layer was dried over Na2SO4 and concentrated in vacuo yielding the title compound (110.0 mg, 88.6%).1H NMR (300 MHz, CD3CN) delta 8.40 (d, 1 H), 7.49 (s, 1 H), 7.39 (d, 1 H) and 4.63 ppm (s, 2 H); ES-MS m/z 183.2 [M+Na]+, HPLC RT (min) 2.30.

According to the analysis of related databases, 100704-10-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/96338; (2006); A1;,
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