HCID 22724072, compound → HCID 22724430, compound

HRID 333539Notes

Reaction equation

HRID 333539 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>[Pd].C(O)C>[C:13]1([CH3:17])[CH:14]=[CH:15][CH:16]=[C:11]([NH:10][C:5]2[C:4]([NH2:1])=[CH:9][CH:8]=[CH:7][N:6]=2)[CH:12]=1

Participants

4

Reactant 1

HCID 22724072HCID 22724072, compound

Product 1

HCID 22724430HCID 22724430, compoundYield 99.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

10% palladium on carbon (10%, 1.84 g, 1.729 mmol) was added to a Parr Hydrogenator bottle. The bottle was purged with nitrogen and 3-nitro-N-(m-tolyl)pyridin-2-amine (17.97 g, 78 mmol) was added in 250 mL of ethanol. The material was hydrogenated on a Parr hydrogenator overnight. The reaction mixture was filtered through Celite®, and the Celite® was washed with dichloromethane. The filtrate was evaporated leaving a brown solid (15.44 g, 99%).

Workup

  1. customwas hydrogenated on a Parr hydrogenator overnight
  2. filtrationThe reaction mixture was filtered through Celite®
  3. washthe Celite® was washed with dichloromethane
  4. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-8e18044521264e55806fc730bef470be
Source dataset
uspto-grants-2014_11
Patent number
US08883322B2

Reaction notes

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