2-Methoxyethanol → HCID 178496112, compound

HRID 240592Notes

Reaction equation

HRID 240592 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][OH:5].[H-].[Na+].F[C:9]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:10]=1[C:11](=[O:19])[NH:12][CH:13]=[N:14]2>CC(N(C)C)=O>[CH3:1][O:2][CH2:3][CH2:4][O:5][C:9]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:10]=1[C:11]([OH:19])=[N:12][CH:13]=[N:14]2

Participants

5

Reactant 3

HCID 80192-MethoxyethanolHCID 24758Sodium hydrideHCID 1354959305-Fluoroquinazolin-4-ol

Product 1

HCID 178496112HCID 178496112, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

To a solution of 2-methoxyethanol (0.528 ml, 6.70 mmol) in DMA (6 mL) was slowly added 514 mg of a 60% dispersion of NaH (0.308 g, 12.8 mmol), and the reaction mixture was stirred at room temperature for 30 minutes. 5-Fluoroquinazolin-4(3H)-one (1.0 g, 6.09 mmol) was added and the reaction mixture was heated at 80° C. for 2 hours. The reaction was concentrated and the residue was suspended in EtOH (75 mL) and then filtered through GF/F paper. The filtrate was concentrated to afford the desired product as a yellow solid.

Workup

  1. temperaturethe reaction mixture was heated at 80° C. for 2 hours
  2. concentrationThe reaction was concentrated
  3. filtrationfiltered through GF/F paper
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-a1d9cbb57fbb4567a922d1cd583391b5
Source dataset
uspto-grants-2014_02
Patent number
US08648087B2

Reaction notes

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