Diethyl Ether → 2-Methyl-3-(pyridin-4-yl)propan-1-amine

Next, anhydrous diethyl ether (20 ml) was added to lithium aluminum hydride (0.45 g, 12 mmol) under a nitrogen atmosphere, and the mixture was stirred under ice-cooling. A solution of 2-methyl-3-(4-pyridyl)propionamide (0.68 g, 4.1 mmol) in anhydrous methylene chloride (20 ml) was added dropwise to the mixture over five minutes, the temperature was raised to room temperature, and the whole was stirred overnight. The reaction mixture was cooled with ice again, ethyl acetate (5 ml) was added slowly to the reaction mixture, and then a 1 N aqueous sodium hydroxide solution was added thereto first slowly (total 100 ml). The whole was extracted with chloroform (100 ml), and the organic layer was dried over sodium sulfate and concentrated under reduced pressure to give 0.56 g (90%) of the titled compound as a pale yellow oily matter.

1. temperaturecooling
2. stirringthe whole was stirred overnight
3. temperatureThe reaction mixture was cooled with ice again
4. extractionThe whole was extracted with chloroform (100 ml)
5. dry with materialthe organic layer was dried over sodium sulfate
6. concentrationconcentrated under reduced pressure

ORD record

ord-87a0b221d9d84c599a7427fe8759cabd

Source dataset

uspto-grants-2008_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07345064B2