Sodium Hydroxide → 5-(Aminomethyl)-2-chloropyridine

Temperature

80 °C

A mixture of 14.99 g of 2-chloro-5-(chloromethyl) pyridine, 63.01 g of 25% ammonia water and 60 ml of acetonitrile in a stainless steel autoclave was stirred for 2 hours in an oil bath of 80° C. After adding 12.3 g of 30% sodium hydroxide aqueous solution, the reaction mixture was concentrated. The residue to which 200 ml of ethanol were added was dried over anhydrous magnesium sulfate and filtered to remove insoluble materials. The filtrate was concentrated and purified by a column chromatography [developing solvent: dichloromethane-methanol (4:1)] to afford 7.66 g of 5-(aminomethyl)-2- chloropyridine as a yellow solid.

1. concentrationthe reaction mixture was concentrated
2. additionThe residue to which 200 ml of ethanol were added
3. dry with materialwas dried over anhydrous magnesium sulfate
4. filtrationfiltered
5. customto remove insoluble materials
6. concentrationThe filtrate was concentrated
7. custompurified by a column chromatography [developing solvent: dichloromethane-methanol (4:1)]

ORD record

ord-d3b062d89c38407d9d08f0e003c31eb9

Source dataset

uspto-grants-1996_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05489603