application of 2-(aminomethyl)-5-bromopyridine dihydrochloride_industrial additives

application background and overview of 2-(aminomethyl)-5-bromopyridine dihydrochloride

2-(aminomethyl)-5-bromopyridine dihydrochloride is an organic heterocyclic compound that can be used as a pharmaceutical synthesis intermediate.

application and preparation of 2-(aminomethyl)-5-bromopyridine dihydrochloride

the preparation of 2-(aminomethyl)-5-bromopyridine dihydrochloride is as follows:

methoxypyridine

dissolve 5-bromo-2-cyanopyridine (1.4 g, 7.7 mmol), the compound represented by formula 3 pyridinecarbonitrile-a, into tetrahydrofuran (20 ml), and slowly add borane (276 mg, 3 equivalents) , 23mmol), then stir at room temperature for about 16 hours, quench with water, stir at 60°c for about 20 minutes, add 2n hydrochloric acid (10ml) and continue stirring for about 20 minutes, cool to room temperature, add 2n sodium hydroxide solution to adjust the ph to 8 , concentrate to remove water, dissolve the solid with a mixed solution of methanol/dichloromethane = 10/1, filter, and concentrate to obtain 3-b compound 2-(aminomethyl)-5-bromopyridine (1.4 g, 7.5 millimole, yield 98%), yellow oil, lc-ms: m/z=187, 189 (m+h)+. 2-(aminomethyl)-5-bromopyridine is salted with hydrochloric acid to obtain 2-(aminomethyl)-5-bromopyridine dihydrochloride.

applications of 2-(aminomethyl)-5-bromopyridine dihydrochloride

2-(aminomethyl)-5-bromopyridine dihydrochloride can undergo the following reactions:

dissolve 2-(aminomethyl)-5-bromopyridine dihydrochloride (1.4 g, 7.5 mmol) in dichloromethane (20 ml), then slowly add dipea (1.8 g, 2 equiv, 14 mmol) and isobutyryl chloride (954 mg, 1.3 equiv., 9.0 mmol), stir at room temperature for about 3 hours, add dichloromethane, and then wash with protective brine. the organic layer is dried over anhydrous sodium sulfate and passed through a silica gel column. chromatography purified the compound shown in formula 3-c, n-((5-bromo-2-pyridyl)methyl)-2-methyl-propionamide (350 mg, 1.36 mmol, yield 20%) , brown solid, lc-ms: m/z=257, 259 (m+h)+