Morpholine → 4-(4-Nitropyridin-2-yl)morpholine

HRID 2353548

Reaction equation

HRID 2353548 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1>C1COCC1>[N+:1]([C:4]1[CH:9]=[CH:8][N:7]=[C:6]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)[CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 707344-Nitropyridine

Product 1

HCID 574185464-(4-Nitropyridin-2-yl)morpholineYield 56.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-chloro, 4-nitropyridine (0.2 g, 1.27 mmol) in THF (3 mL) was added morpholine (328 mg, 38.1 mmol). The reaction was heated to 80C and stirred overnight. The solvent was evaporated and the residue purified by column chromatography (2/1 Hex/EtOAc) to yield 150 mg of the target compound.

Workup

  1. customThe solvent was evaporated
  2. customthe residue purified by column chromatography (2/1 Hex/EtOAc)

Sources & evidence

ORD record
ord-2980c9148a43422cb224823d9fcf9fe8
Source dataset
uspto-grants-2010_07
Patent number
US07749999B2

Linked notes

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