HCID 67327577, compound → HCID 67327485, compound

HRID 1023353Notes

Reaction equation

HRID 1023353 reaction equation
[Br:1][C:2]1[C:17]([CH3:18])=[CH:16][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][N:8]=2)=[C:4]([Cl:19])[CH:3]=1>CCOC(C)=O.[Pt]>[Br:1][C:2]1[C:17]([CH3:18])=[CH:16][C:5]([O:6][C:7]2[N:8]=[CH:9][C:10]([NH2:13])=[CH:11][CH:12]=2)=[C:4]([Cl:19])[CH:3]=1

Participants

4

Reactant 1

HCID 67327577HCID 67327577, compound

Product 1

HCID 67327485HCID 67327485, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2-(4-bromo-2-chloro-5-methylphenoxy)-5-nitropyridine (10.0 g) in AcOEt (150 mL) was added 5% Pt/C (1.00 g) at 0° C. After stirring at room temperature for 5 hours under a hydrogen atmosphere, the reaction mixture was filtered off using celite, and the filtrate was concentrated under reduced pressure to give 6-(4-bromo-2-chloro-5-methyl-phenoxy)pyridin-3-amine as a pink solid (9.13 g).

Workup

  1. filtrationthe reaction mixture was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7bd0e18bd05a4b39825060a7d194836e
Source dataset
uspto-grants-2014_05
Patent number
US08722663B2

Reaction notes

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