HCID 67010113, compound → 2-(6-Methoxy-3-pyridinylamino)nicotinaldehyde

HRID 2194537Notes

Reaction equation

HRID 2194537 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([NH:9][C:10]2[C:15]([CH2:16][OH:17])=[CH:14][CH:13]=[CH:12][N:11]=2)=[CH:5][CH:4]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([NH:9][C:10]2[N:11]=[CH:12][CH:13]=[CH:14][C:15]=2[CH:16]=[O:17])=[CH:5][CH:4]=1

Participants

4

Reactant 1

HCID 67010113HCID 67010113, compound

Product 1

HCID 866593472-(6-Methoxy-3-pyridinylamino)nicotinaldehydeYield 101.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Conditions

Temperature
50 °C

Procedure

6.48 g (28 mmol) of (2-(6-methoxy-3-pyridinyl)amino-3-pyridinyl)methanol was dissolved in chloroform (200 mL), and 7.3 g (84 mmol) of manganese dioxide was added thereto. The resulting mixture was stirred for 48 hours at 50° C. The reaction mixture was filtered, and the filtrate was concentrated. Thus, 6.5 g of the title compound was obtained as an orange-colored solid (yield: quantitative).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-c4842386b3c24423a0a8d550027020f7
Source dataset
uspto-grants-2012_12
Patent number
US08334236B2

Reaction notes

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