2-Methyl-7-nitroquinazoline → 2-Methyl-7-quinazolinamine

HRID 1441727Notes

Reaction equation

HRID 1441727 reaction equation
[CH3:1][C:2]1[N:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([N+:12]([O-])=O)=[CH:7][CH:8]=2)[N:3]=1.[H][H]>CCOC(C)=O.[Pd]>[NH2:12][C:6]1[CH:5]=[C:4]2[C:9]([CH:10]=[N:11][C:2]([CH3:1])=[N:3]2)=[CH:8][CH:7]=1

Participants

5

Reactant 2

HCID 591647772-Methyl-7-nitroquinazolineHCID 178418361HCID 178418361, compound

Product 1

HCID 591647812-Methyl-7-quinazolinamineYield 92.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Compound 25A (0.400 g, 2.12 mmol) was dissolved in EtOAc (20 mL) and Pd/C (10% Pd, 0.045 g) was added. Hydrogen was then introduced to the flask with a balloon. After 6 h, the reaction was filtered through celite rinsing with EtOAc. Concentration in vacuo gave compound 25B as a yellow solid (0.311 g). This was taken on without purification to subsequent reactions.

Workup

  1. filtrationthe reaction was filtered
  2. washthrough celite rinsing with EtOAc
  3. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-cb12c40634d3430a95cb34e8bc2a7827
Source dataset
uspto-grants-2010_02
Patent number
US07655688B2

Reaction notes

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