Potassium Carbonate → HCID 72192345, compound

HRID 1473819Notes

Reaction equation

HRID 1473819 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:19])[C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][C:11]=2[OH:18])=[C:4]([F:20])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[F:27][C:28]1[CH:35]=[C:34]([F:36])[CH:33]=[CH:32][C:29]=1[CH2:30]Br>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:19])[C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][C:11]=2[O:18][CH2:30][C:29]2[CH:32]=[CH:33][C:34]([F:36])=[CH:35][C:28]=2[F:27])=[C:4]([F:20])[CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 902971-(Bromomethyl)-2,4-difluorobenzeneHCID 60715543HCID 60715543, compound

Product 1

HCID 72192345HCID 72192345, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of compound 2a (0.59 g, 2 mmole) in anhydrous acetone (10 mL) were added potassium carbonate (0.69 g, 5 mmole) and 2,4-difluorobenzyl bromide (0.56 mL, 4.4 mmol) and refluxed 8 hr. After cooled to room temperature, the reaction mixture was filtered through Celite and concentrated. The residue was extracted with ethyl acetate and dried over anhydrous magnesium sulfate, then concentrated and recrystallized with hot methanol.

Workup

  1. temperaturerefluxed 8 hr
  2. filtrationthe reaction mixture was filtered through Celite
  3. concentrationconcentrated
  4. extractionThe residue was extracted with ethyl acetate
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customrecrystallized with hot methanol

Sources & evidence

ORD record
ord-03ae8cd4c6384f8886bde8213548b194
Source dataset
uspto-grants-2015_04
Patent number
US09018203B2

Reaction notes

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