HCID 22724072, compound → HCID 22724430, compound

HRID 2086759Notes

Reaction equation

HRID 2086759 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-6a72c07a54794568a18fcc0318f28b9b
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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