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, and the whole was stirred at room temperature overnight. The reaction mixture was stirred under ice-cooling again, ethyl acetate (5 ml) was added slowly. Then a 1 N aqueous sodium hydroxide solution was added slowly thereto at first, and the aqueous sodium hydroxide solution was added in a total amount of 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 the target compound (0.56 g, 90%) as a pale yellow oily matter.

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

ORD record

ord-2425e39eb5fc42a9a14937309c624d21

Source dataset

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07741346B2