1-Bromo-2,2-dimethoxypropane → HCID 22114875, compound

HRID 1276050Notes

Reaction equation

HRID 1276050 reaction equation
[NH2:1][C:2]1[N:7]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:9]=2)[C:6](=[O:20])[CH:5]=[C:4]([C:21]([F:24])([F:23])[F:22])[N:3]=1.CO[C:27](OC)([CH2:29]Br)[CH3:28]>CN(C=O)C>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([N:7]2[C:6](=[O:20])[CH:5]=[C:4]([C:21]([F:23])([F:24])[F:22])[N:3]3[CH:28]=[C:27]([CH3:29])[N:1]=[C:2]23)=[CH:9][C:10]=1[C:15]([O:17][CH2:18][CH3:19])=[O:16]

Participants

4

Reactant 2

HCID 671751-Bromo-2,2-dimethoxypropaneHCID 22114890HCID 22114890, compound

Product 1

HCID 22114875HCID 22114875, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 2-amino-3-(4-chloro-3-ethoxycarbonylphenyl)-3,4-dihydro-6-trifluoromethylpyrimidin-4-one (0.5 g), bromoacetone dimethyl acetal (0.6 g) and DMF (10 ml) was heated for 5 hours at 130° C. with stirring. The solvent was distilled off under reduced pressure. The residue was added with water and extracted with ethyl acetate. The extract layer was washed with water and dried on anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by a preparative thin-layer plate of alumina (developing solvent: ethyl acetate/hexane=3/7) to give the compound of interest (0.11 g).

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. additionThe residue was added with water
  3. extractionextracted with ethyl acetate
  4. washThe extract layer was washed with water
  5. dry with materialdried on anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customthe residue was purified by a preparative thin-layer plate of alumina (developing solvent: ethyl acetate/hexane=3/7)
  8. customto give the compound of interest (0.11 g)

Sources & evidence

ORD record
ord-5c46d5f8ffa64603a0d55ed4d9044857
Source dataset
uspto-grants-2000_12
Patent number
US06165942

Reaction notes

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