Aluminium lithium hydride → 2-(6-Aminopyridin-3-yl)ethan-1-ol

HRID 858512Notes

Reaction equation

HRID 858512 reaction equation
C([O:3][C:4](=O)[CH2:5][C:6]1[CH:7]=[N:8][C:9]([N+:12]([O-])=O)=[CH:10][CH:11]=1)C.[H-].[H-].[H-].[H-].[Li+].[Al+3]>O1CCCC1>[NH2:12][C:9]1[N:8]=[CH:7][C:6]([CH2:5][CH2:4][OH:3])=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 21300451Ethyl 2-(6-nitropyridin-3-yl)acetate

Product 1

HCID 218763492-(6-Aminopyridin-3-yl)ethan-1-ol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl(6-nitro-3-pyridinyl)acetate (468 mg, 2.60 mmol) in tetrahydrofuran was added LiAlH4 and stirred for 2 h at room temperature. The reaction was quenched with saturated 25% NH3 aqueous solution and the precipitate was removed. The filtrate was concentrated to give a title compound as yellow oil.

Workup

  1. customThe reaction was quenched with saturated 25% NH3 aqueous solution
  2. customthe precipitate was removed
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-9a6d6199d38d426dae3cd26f9bc297d7
Source dataset
uspto-grants-2006_12
Patent number
US07148234B2

Reaction notes

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