Water → HCID 68539644, compound

HRID 1931404Notes

Reaction equation

HRID 1931404 reaction equation
[H-].[Na+].[Br:3][C:4]1[CH:5]=[N:6][C:7]([OH:10])=[N:8][CH:9]=1.[C:11]([O:15][C:16](=[O:19])[CH2:17]Br)([CH3:14])([CH3:13])[CH3:12].O>CN(C=O)C>[C:11]([O:15][C:16](=[O:19])[CH2:17][O:10][C:7]1[N:8]=[CH:9][C:4]([Br:3])=[CH:5][N:6]=1)([CH3:14])([CH3:13])[CH3:12]

Participants

6

Reactant 4

HCID 962WaterHCID 24758Sodium hydrideHCID 79177tert-Butyl bromoacetateHCID 178517598HCID 178517598, compound

Product 1

HCID 68539644HCID 68539644, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

137 mg of sodium hydride (55% in mineral oil) were added to 500 mg (2.86 mmol) of 5-bromo-pyrimidin-2-ol in 20 ml of DMF, and the mixture was stirred at room temperature for 15 min. Then 613 mg (3.14 mmol) of bromoacetic acid tert-butyl ester were added and the reaction mixture was stirred for 1 h. After addition of water, the mixture was extracted with ethyl acetate. The combined extracts were dried and evaporated to give the crude product. Yield: 868 mg.

Workup

  1. stirringthe reaction mixture was stirred for 1 h
  2. extractionthe mixture was extracted with ethyl acetate
  3. customThe combined extracts were dried
  4. customevaporated

Sources & evidence

ORD record
ord-6fc2c04dfafd49b5a7a103cec18c45eb
Source dataset
uspto-grants-2012_05
Patent number
US08188291B2

Reaction notes

Loading…