HCID 68462064, compound → HCID 68461988, compound

HRID 2250401Notes

Reaction equation

HRID 2250401 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([C:11]2[CH:16]=[CH:15][C:14]([N:17]([CH3:19])[CH3:18])=[CH:13][CH:12]=2)=[CH:4][N:3]=1.[H][H]>CO.[Pd]>[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([C:11]2[CH:12]=[CH:13][C:14]([N:17]([CH3:19])[CH3:18])=[CH:15][CH:16]=2)=[CH:4][N:3]=1

Participants

5

Reactant 2

HCID 68462064HCID 68462064, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68461988HCID 68461988, compoundYield 97.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 3.30 g of 2-amino-5-(4-dimethylaminophenyl)-3-nitro-pyridine (compound G2) and 330 mg of Pd/C (10%) in 260 ml of methanol is treated with hydrogen under vigorous stirring at room temperature for 17 h. The suspension is filtered with suction through a celite pad. The colorless filtrate is evaporated to dryness to afford 2.85 g of the pure title compound of m.p. 155° C. MS: 229.3 (MH+). TLC: Rf=0.38 (dichloromethane/methanol 10:1).

Workup

  1. filtrationThe suspension is filtered with suction through a celite pad
  2. customThe colorless filtrate is evaporated to dryness

Sources & evidence

ORD record
ord-f59b9b036836414c9909b9cbd79b64f3
Source dataset
uspto-grants-2008_01
Patent number
US07317021B2

Reaction notes

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