HCID 66552352, compound → Benzoic acid, 3-(5-amino-2-pyridinyl)-, ethyl ester

HRID 1615866Notes

Reaction equation

HRID 1615866 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH:11]=[C:12]([CH:18]=[CH:19][CH:20]=2)[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[N:8][CH:9]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH:11]=[C:12]([CH:18]=[CH:19][CH:20]=2)[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[N:8][CH:9]=1

Participants

4

Reactant 1

HCID 66552352HCID 66552352, compound

Product 1

HCID 66552355Benzoic acid, 3-(5-amino-2-pyridinyl)-, ethyl esterYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of ethyl 3-(5-nitropyridin-2-yl)benzoate (8.0 g, 29.40 mmol) in ethanol (150 mL) was added 5% Pd/C (800 mg). The reaction mixture was stirred under H2 balloon pressure for 16 h. The reaction mixture was filtered and concentrated to give 6.9 g (97%, yield) of ethyl 3-(5-aminopyridin-2-yl)benzoate as a tan solid.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-635b44b9257e47b9b388ca3d369ec60e
Source dataset
uspto-grants-2014_07
Patent number
US08765747B2

Reaction notes

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