Hydrazine hydrate (1:1) → 3-(Pyridin-4-yl)propan-1-amine

N-[3-(4-pyridyl)propyl]phthalimide (67.1 g, 252 mmol) was mixed with methanol (504 ml) and hydrazine monohydrate (18.3 ml, 378 mmol), and the mixture was refluxed for three hours. The reaction mixture was allowed to stand, then the resulting insoluble matter was filtered out, and the filtrate was concentrated under reduced pressure. Chloroform (1 L) and a 4 N aqueous sodium hydroxide solution (500 ml) were added to the resulting residue. After separation, the organic layer was dried over sodium sulfate and concentrated under reduced pressure. Then the obtained concentrate was distilled under reduced pressure to give the target compound (20.5 g, 60%) as a colorless oily matter.

1. temperaturethe mixture was refluxed for three hours
2. filtrationthe resulting insoluble matter was filtered out
3. concentrationthe filtrate was concentrated under reduced pressure
4. additionChloroform (1 L) and a 4 N aqueous sodium hydroxide solution (500 ml) were added to the resulting residue
5. customAfter separation
6. dry with materialthe organic layer was dried over sodium sulfate
7. concentrationconcentrated under reduced pressure
8. concentrationThen the obtained concentrate
9. distillationwas distilled under reduced pressure

ORD record

ord-900edad9764d45058c5a034c2883b05b

Source dataset

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07741346B2