HCID 22724072, compound → HCID 22724430, compound

HRID 2230937Notes

Reaction equation

HRID 2230937 reaction equation
[N+:1]([C:4]1[C:5]([NH:10][C:11]2[CH:12]=[C:13]([CH3:17])[CH:14]=[CH:15][CH:16]=2)=[N:6][CH:7]=[CH:8][CH:9]=1)([O-])=O>C(O)C.O1CCOCC1.[C].[Pd]>[NH2:1][C:4]1[C:5]([NH:10][C:11]2[CH:12]=[C:13]([CH3:17])[CH:14]=[CH:15][CH:16]=2)=[N:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 1

HCID 22724072HCID 22724072, compound

Product 1

HCID 22724430HCID 22724430, compoundYield 92%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 3-nitro-2-[(m-tolyl)amino]pyridine (825 mg) and 10% palladium carbon (0.3 g) in ethanol (15 ml) and 1,4-dioxane (15 ml) was stirred under hydrogen (3 atm) at room temperature for 30 minutes. The catalyst was removed and the solvent was evaporated. The solids were collected and washed with isopropyl ether to give 3-amino-2-[(m-tolyl)amino]pyridine (660 mg).

Workup

  1. customThe catalyst was removed
  2. customthe solvent was evaporated
  3. customThe solids were collected
  4. washwashed with isopropyl ether

Sources & evidence

ORD record
ord-97b7ef980459490ebf82cfaf32f282b9
Source dataset
uspto-grants-2002_07
Patent number
US06426345B1

Reaction notes

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