2-Morpholino-5-nitropyridine → 6-(Morpholino)pyridin-3-amine

HRID 56150

Reaction equation

HRID 56150 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[N:8][CH:9]=1)([O-])=O>C1COCC1.[Pd]>[O:13]1[CH2:14][CH2:15][N:10]([C:7]2[N:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=2)[CH2:11][CH2:12]1

Participants

4

Reactant 1

HCID 968722-Morpholino-5-nitropyridine

Product 1

HCID 1040596-(Morpholino)pyridin-3-amineYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-(5-nitropyridin-2-yl)morpholine (3.89 g, 18.60 mmol) in THF (100 mL) was added catalyst Pd/C (0.5 g). The reaction was stirred at rt under H2 overnight, and filtered. The filtrate was concentrated in vacuo to give the title compound as a brown-red solid (3.30 g, 99%).

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-5b1937e67df74092b5b2b529a362fe03
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Linked notes

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