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. 71670-70-7, name is 2-(Chloromethyl)-5-methylpyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. name: 2-(Chloromethyl)-5-methylpyridine hydrochloride
A mixture of N-((1S,2S)-2-hydroxycyclohexyl)-7-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide (Intermediate 13), (110 mg), 2-(chloromethyl)-5-methylpyridine hydrochloride (72 mg) and cesium carbonate (302 mg) in DMF (3.6 mL) was stirred at rt overnight. The reaction mixture was filtered and the filtrate was reduced in vacuo. The residue was purified by column chromatography to give the desired compound (142 mg). LCMS: m/z 379.63 [M+H]+. 1H NMR (400 MHz, CDCl3) ppm 1.20-1.87 (m, 6H) 2.15 (d, J=11.5 Hz, 2H) 2.32 (s, 3H) 2.53 (s, 3H) 3.60 (d, J=3.3 Hz, 1H) 3.83-3.98 (m, 1H) 5.56-5.69 (m, 2H) 6.56 (d, J=6.2 Hz, 1H) 6.92 (d, J=3.9 Hz, 1H) 7.39 (d, J=7.7 Hz, 1H) 8.35 (d, J=4.7 Hz, 1H) 8.42 (s, 1H) 9.28 (d, J=6.4 Hz, 1H)
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Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; PAYNE, Andrew; CASTRO PINEIRO, Jose Luis; BIRCH, Louise Michelle; KHAN, Afzal; BRAUNTON, Alan James; KITULAGODA, James Edward; SOEJIMA, Motohiro; WO2015/49574; (2015); A1;,
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