Ethyl bromoacetate → HCID 21460675, compound

HRID 1941407Notes

Reaction equation

HRID 1941407 reaction equation
[F:1][C:2](F)(F)[CH2:3][C:4]([NH2:6])=O.FC1[CH:17]=[CH:16][C:13]([C:14]#[N:15])=CC=1.Br[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21].C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>CN(C)C=O>[C:20]([CH2:19][NH:6][C:4]1[CH:3]=[C:2]([F:1])[CH:17]=[CH:16][C:13]=1[C:14]#[N:15])([O:22][CH2:23][CH3:24])=[O:21]

Participants

6

Reactant 4

HCID 7748Ethyl bromoacetateHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 67619889HCID 67619889, compound

Product 1

HCID 21460675HCID 21460675, compoundYield 115.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Dissolve the 2-trifluoromethylacetamide-4-fluorobenzonitrile (1 g, 4.3 mmol) in dimethylformamide (4 mL) under an atmosphere of nitrogen. Add ethyl bromoacetate (0.954 mL, 8.6 mmol), potassium carbonate (1.1 g, 8.6 mmol) and heat to 50° C. for 2.5 hours. Dilute the reaction with ethyl acetate and rinse the organic phase with water. Dry the organic phase, filter and concentrate in vacuo to yield the title compound (1.1 g).

Workup

  1. additionDilute
  2. washrinse the organic phase with water
  3. customDry the organic phase
  4. filtrationfilter
  5. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-5b92d0e02b3b48109c8495a85665d133
Source dataset
uspto-grants-1997_12
Patent number
US05703107

Reaction notes

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