HCID 58674939, compound → HCID 58674940, compound

HRID 2244419Notes

Reaction equation

HRID 2244419 reaction equation
[CH3:1][C:2]1[C:7]([O:8][C:9](=[O:11])[CH3:10])=[CH:6][CH:5]=[C:4]([N+:12]([O-])=O)[N:3]=1>C(O)C.[Pd]>[NH2:12][C:4]1[N:3]=[C:2]([CH3:1])[C:7]([O:8][C:9](=[O:11])[CH3:10])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 58674939HCID 58674939, compound

Product 1

HCID 58674940HCID 58674940, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Acetic acid 2-methyl-6-nitro-pyridin-3-yl ester (0.30 g, 1.53 mmol) was dissolved in ethanol. 10% Pd/C (0.04 g, 0.38 mmol) was added, and the mixture was put under an atmosphere of hydrogen and stirred vigorously for 50 min at room temperature. The catalyst was filtered off, washing with ethanol, and the solvent removed under vacuum to yield acetic acid 6-amino-2-methyl-pyridin-3-yl ester (0.24 g, 95%) as a white solid, MS (ISP): m/e=166.2 (M+), which was used crude.

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashing with ethanol
  3. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-197da1023afe4f79ba48c26dc27c8dcd
Source dataset
uspto-grants-2010_03
Patent number
US07678815B2

Reaction notes

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