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. 131747-55-2, name is 2-Fluoro-3-(hydroxymethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H6FNO
Example 100: 3-(4-Chlorophenylsulfonylmethyl)-2-fluoropyridine A chloroform (10 ml) solution of (2-fluoropyridin-3-yl)methanol (49 mg, 0.385 mmol) and thionyl chloride (0.14 ml, 1.93 mmol) was stirred at 50C for 3.5 hours.. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure.. The residue thus obtained was dissolved in butanol (5 ml), followed by the addition of sodium 4-chlorobenzenesulfinate (92 mg, 0.462 mmol) and potassium acetate (76 mg, 0.770 mmol).. The mixture was stirred at 70 to 80C for 12 hours.. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure.. ethyl acetate was added to the residue, and the mixture was washed successively with a saturated aqueous solution of sodium bicarbonate and brine, and then, dried over anhydrous sodium sulfate.. After filtration, the filtrate was concentrated under reduced pressure.. The residue was subjected to flash chromatography on a silica gel column.. The fraction obtained from the hexane:ethyl acetate (=2:1) elude was concentrated under reduced pressure, whereby the title compound (59 mg, 54%) was obtained as a white solid. IR (ATR) nu: 3097, 2989, 2933, 1643, 1606, 1573, 1469, 1434, 1409, 1392, 1321, 1276, 1240, 1184, 1170, 1149, 1083, 1010, 956, 902, 842, 813, 779, 763, 725, 696, 640, 582, 541, 522, 480, 445 cm-1.1H-NMR (400MHz, CDCl3) delta: 4.38(2H,s), 7.21-7.30(1H,m), 7.47(2H,d,J=8.8Hz), 7.61(2H,d,J=8.8Hz), 7.87-7.94(1H,m), 8.19-8.25(1H,m). MS (m/z): 286 (M++H).
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Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1466898; (2004); A1;,
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