2-(3-Acetylamino-5-methoxycarbonylphenylamino)-3-nitropyridine → HCID 22724346, compound

HRID 2230982Notes

Reaction equation

HRID 2230982 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]([NH:15][C:16]2[C:21]([N+:22]([O-])=O)=[CH:20][CH:19]=[CH:18][N:17]=2)[CH:8]=[C:9]([C:11]([O:13][CH3:14])=[O:12])[CH:10]=1)(=[O:3])[CH3:2]>[Pd].CO.O1CCOCC1>[C:1]([NH:4][C:5]1[CH:6]=[C:7]([NH:15][C:16]2[C:21]([NH2:22])=[CH:20][CH:19]=[CH:18][N:17]=2)[CH:8]=[C:9]([C:11]([O:13][CH3:14])=[O:12])[CH:10]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 1

HCID 227241872-(3-Acetylamino-5-methoxycarbonylphenylamino)-3-nitropyridine

Product 1

HCID 22724346HCID 22724346, compoundYield 100.8%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 2-(3-acetylamino-5-methoxycarbonylphenylamino)-3-nitropyridine (1.20 g) and 10% palladium on carbon (0.25 g) in methanol (15 ml) and 1,4-dioxane (15 ml) was stirred under hydrogen (3 atm) at room temperature for 3 hours. The catalyst was removed by filtration and the solvent was evaporated. The resulting solid was collected and washed with isopropyl ether to give 2-(3-acetylamino-5-methoxycarbonylphenylamino)-3-aminopyridine (1.10 g).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated
  3. customThe resulting solid was collected
  4. washwashed with isopropyl ether

Sources & evidence

ORD record
ord-751828b53c4f45e08f8d9d942351b8c1
Source dataset
uspto-grants-2002_07
Patent number
US06426345B1

Reaction notes

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