Potassium Carbonate → HCID 89826290, compound

HRID 2272982Notes

Reaction equation

HRID 2272982 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]#[N:7].Br[CH2:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([CH:18]2[CH2:23][CH2:22][N:21]([C:24](=[O:29])[C:25]([F:28])([F:27])[F:26])[CH2:20][CH2:19]2)=[CH:14][CH:13]=1)=[O:11].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[O:11]=[C:10]([C:12]1[CH:17]=[CH:16][C:15]([CH:18]2[CH2:23][CH2:22][N:21]([C:24](=[O:29])[C:25]([F:28])([F:26])[F:27])[CH2:20][CH2:19]2)=[CH:14][CH:13]=1)[CH2:9][N:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]#[N:7]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 138277Pyrrole-2-carbonitrileHCID 88153670HCID 88153670, compound

Product 1

HCID 89826290HCID 89826290, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1H-Pyrrole-2-carbonitrile (0.84 ml; 9.42 mmol) and 1-{4-[4-(2-bromo-acetyl)phenyl]-piperidin-1-yl}-2,2,2-trifluoro-ethanone (2.74 g; 7.25 mmol) are dissolved in acetone (25 ml). To this clear brown solution potassium carbonate (2 g; 14.49 mmol) is added and the mixture is stirred at room temperature overnight. The reaction mixture is filtered off by suction and washed with acetone. The filtrate is evaporated to dryness. The residue is purified by flash chromatography to afford 1-(2-oxo-2-{4-[1-(2,2,2-trifluoro-acetyl)-piperidin-4-yl]-phenyl}-ethyl)-1H-pyrrole-2-carbonitrile as pale off-white crystals.

Workup

  1. filtrationThe reaction mixture is filtered off by suction
  2. washwashed with acetone
  3. customThe filtrate is evaporated to dryness
  4. customThe residue is purified by flash chromatography

Sources & evidence

ORD record
ord-9d2836cc1a2e4c298751397f6645514e
Source dataset
uspto-grants-2015_09
Patent number
US09120805B2

Reaction notes

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