1-(2,4-Dimethylbenzyl)-3-methyl-5-nitropyridin-2(1H)-one → HCID 67268026, compound

HRID 598079Notes

Reaction equation

HRID 598079 reaction equation
[CH3:1][C:2]1[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1[CH:10]=[C:9]([N+:11]([O-])=O)[CH:8]=[C:7]([CH3:14])[C:6]1=[O:15].[H][H]>CO.[Pt](=O)=O>[NH2:11][C:9]1[CH:8]=[C:7]([CH3:14])[C:6](=[O:15])[N:5]([CH2:4][C:3]2[CH:16]=[CH:17][C:18]([CH3:20])=[CH:19][C:2]=2[CH3:1])[CH:10]=1

Participants

5

Reactant 2

HCID 672677431-(2,4-Dimethylbenzyl)-3-methyl-5-nitropyridin-2(1H)-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 67268026HCID 67268026, compoundYield 62.2%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

To a solution containing 0.2 g (0.73 mmol) of 1-(2,4-dimethylbenzyl)-3-methyl-5-nitropyridin-2(1H)-one in 50 ml of methanol was added 0.017 g (0.073 mmol) of platinum (IV) oxide (Adam's catalyst). The flask was fitted with a balloon of hydrogen and allowed to stir for 1 h. The reaction was filtered through GF/F paper and the filtrate concentrated under reduced pressure to afford 0.11 g (62%) of product.

Workup

  1. filtrationThe reaction was filtered through GF/F paper
  2. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-15971f75966d4ad3b0b5a39498629c08
Source dataset
uspto-grants-2011_03
Patent number
US07897607B2

Reaction notes

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