Potassium Carbonate → HCID 59362312, compound

HRID 1097247Notes

Reaction equation

HRID 1097247 reaction equation
[N:1]1([CH2:7][C:8]2[N:13]=[C:12]([C:14]3[CH:27]=[CH:26][C:17]([CH2:18][N:19]4[CH2:23][C:22](=[O:24])[NH:21][C:20]4=[O:25])=[CH:16][CH:15]=3)[CH:11]=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:35][CH2:36][C:37]([F:40])([F:39])[F:38]>CN(C=O)C>[N:1]1([CH2:7][C:8]2[N:13]=[C:12]([C:14]3[CH:27]=[CH:26][C:17]([CH2:18][N:19]4[CH2:23][C:22](=[O:24])[N:21]([CH2:35][CH2:36][C:37]([F:40])([F:39])[F:38])[C:20]4=[O:25])=[CH:16][CH:15]=3)[CH:11]=[CH:10][CH:9]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 27251143-Bromo-1,1,1-trifluoropropaneHCID 59362307HCID 59362307, compound

Product 1

HCID 59362312HCID 59362312, compoundYield 32.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 1-(4-(6-Piperidin-1-ylmethyl-pyridin-2-yl)benzyl)imidazolidine-2,4-dione (example 134) (120 mg, 0.33 mmol), potassium carbonate (137 mg, 0.99 mmol) and 3-bromo-1,1,1-trifluoropropane (117 mg, 0.66 mmol) in DMF (2.5 ml) was stirred during 17 h at 50° C. After cooling to room temperature the reaction mixture was quenched by the addition of water. The product was extracted into ethylacetate and the combined organic phases were washed with brine, dried over sodium sulfate and concentrated under reduced pressure. Column chromatography afforded the title compound (50 mg) as a white solid.

Workup

  1. customwas quenched by the addition of water
  2. extractionThe product was extracted into ethylacetate
  3. washthe combined organic phases were washed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-99c5aa24385b4f0c80e392a6a25870ba
Source dataset
uspto-grants-2012_03
Patent number
US08143246B2

Reaction notes

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