1-(5-Nitropyridin-2-yl)azetidin-3-ol → 1-(5-Aminopyridin-2-yl)azetidin-3-ol

HRID 506514Notes

Reaction equation

HRID 506514 reaction equation
[OH:1][CH:2]1[CH2:5][N:4]([C:6]2[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][N:7]=2)[CH2:3]1>[Pd]>[OH:1][CH:2]1[CH2:3][N:4]([C:6]2[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][N:7]=2)[CH2:5]1

Participants

3

Reactant 1

HCID 529372641-(5-Nitropyridin-2-yl)azetidin-3-ol

Product 1

HCID 574315251-(5-Aminopyridin-2-yl)azetidin-3-olYield 96.7%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The process is carried out according to the method described in step 5.2, using 5.5 g (28.18 mmol) of 2-(3-hydroxyazetidin-1-yl)-5-nitropyridine, prepared in step 10.1, and 0.5 g of 10% palladium-on-charcoal. 4.5 g of the expected product are thus obtained in the form of violet crystals.

Sources & evidence

ORD record
ord-ff0aa1d8592a40d4acc2966528d09658
Source dataset
uspto-grants-2010_08
Patent number
US07786104B2

Reaction notes

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