HCID 178432155, compound → 5-Fluoro-2-methylquinazoline

HRID 1349947Notes

Reaction equation

HRID 1349947 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][NH:5][C:6]([CH3:12])=[N:7]2>C(Cl)(Cl)Cl.[O-2].[Mn+4].[O-2]>[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[N:5][C:6]([CH3:12])=[N:7]2

Participants

4

Reactant 1

HCID 178432155HCID 178432155, compound

Product 1

HCID 179651385-Fluoro-2-methylquinazolineYield 98%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

To a solution of 5-fluoro-2-methyl-3,4-dihydroquinazoline (0.74 g, 4.51 mmol) in chloroform (100 mL) at room temperature was added manganese (IV) oxide (4.0 g, 46.0 mmol) and the reaction mixture stirred at room temperature for 20 h. The reaction mixture was filtered through a plug of celite, washing with dichloromethane. The filtrate was evaporated in vacuo to give the title compound as a yellow solid (0.715 g, 98%).

Workup

  1. filtrationThe reaction mixture was filtered through a plug of celite
  2. washwashing with dichloromethane
  3. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-9c2d8a26a33e4b6d83db8500daea7d08
Source dataset
uspto-grants-2007_05
Patent number
US07214674B2

Reaction notes

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