Water → 6-Aminopyridine-3-carbaldehyde

HRID 2080797Notes

Reaction equation

HRID 2080797 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#N)=[CH:4][N:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.S([O-])([O-])(=O)=[O:18].[Na+].[Na+]>C1COCC1>[NH2:1][C:2]1[N:3]=[CH:4][C:5]([CH:8]=[O:18])=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 24436Sodium SulfateHCID 8182602-Amino-5-cyanopyridineHCID 21226445Aluminium lithium hydride

Product 1

HCID 184046346-Aminopyridine-3-carbaldehyde

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Amino-5-cyanopyridine (1.02 g) was dissolved in THF (40 ml) and added with Lithium aluminum hydride (637 mg) and the whole was stirred at room temperature for 2 hours. Water was added thereto to stop the reaction, and the whole was added with a saturated sodium sulfate aqueous solution and subjected to filtration through Celite. The residue obtained by concentration of the filtrate was purified through silica gel column chromatography (chloroform/methanol), thereby obtaining the subject compound (1.04 g) as a yellow solid.

Workup

  1. customthe reaction
  2. filtrationsubjected to filtration through Celite
  3. customThe residue obtained by concentration of the filtrate
  4. customwas purified through silica gel column chromatography (chloroform/methanol)

Sources & evidence

ORD record
ord-8a8df3ec68864818907ae492d02104f7
Source dataset
uspto-grants-2011_04
Patent number
US07932281B2

Reaction notes

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