4-Nitropicolinamide → 4-Aminopyridine-2-carboxamide

HRID 1515572Notes

Reaction equation

HRID 1515572 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][N:7]=[C:6]([C:10]([NH2:12])=[O:11])[CH:5]=1)([O-])=O.[H][H]>CO.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][N:7]=[C:6]([C:10]([NH2:12])=[O:11])[CH:5]=1

Participants

5

Reactant 2

HCID 103971654-NitropicolinamideHCID 178418361HCID 178418361, compound

Product 1

HCID 231312624-Aminopyridine-2-carboxamideYield 87%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

99A was hydrogenated in MeOH with 10% Pd/C (40 mg) with a hydrogen balloon for 8 h. The Pd/C was removed by filtration. The filtrate was condensed to give 99B (80 mg, 87% yield). 1H NMR (400 MHz, Methanol-d4) δ ppm 6.65 (dd, J=5.71, 2.64 Hz, 1H) 7.27 (d, J=2.20 Hz, 1H) 8.03 (d, J=5.71 Hz, 1H).

Workup

  1. customThe Pd/C was removed by filtration
  2. customcondensed

Sources & evidence

ORD record
ord-9bd196ed108748039aaa368205eb3b3a
Source dataset
uspto-grants-2012_07
Patent number
US08222453B2

Reaction notes

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