1-Bromo-2-Chloroethane → HCID 66819452, compound

HRID 880824Notes

Reaction equation

HRID 880824 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=[O:12])[NH:4][C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:26][CH2:27][Cl:28]>CO>[Cl:28][CH2:27][CH2:26][O:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5](=[O:12])[NH:4][C:3]=1[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 78491-Bromo-2-ChloroethaneHCID 11430Potassium CarbonateHCID 4271052HCID 4271052, compound

Product 1

HCID 66819452HCID 66819452, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 180 mg (0.76 mmol) of 4-hydroxy-3-phenyl-2H-isoquinolin-1-one in methanol (6 mL), 315 mg (2.28 mmol) of potassium carbonate and 1901 (2.28 mmol) of 1-bromo-2-chloroethane were added and the mixture was submitted to microwaves at 120° C. for 10 min. The solvent was concentrated under reduced pressure and the resulting crude was purified by flash chromatography (eluant: ethyl acetate/hexane 1/2) affording 100 mg of the title compound (44%).

Workup

  1. additionwere added
  2. concentrationThe solvent was concentrated under reduced pressure
  3. customthe resulting crude was purified by flash chromatography (eluant: ethyl acetate/hexane 1/2)

Sources & evidence

ORD record
ord-5208f807210047eebbe581366a881cd7
Source dataset
uspto-grants-2015_03
Patent number
US08993594B2

Reaction notes

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