Potassium Carbonate → HCID 86670954, compound

HRID 515313Notes

Reaction equation

HRID 515313 reaction equation
[Cl:1][C:2]1[CH:8]=[C:7]([CH2:9][CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:6]=[CH:5][C:3]=1[NH2:4].Br[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]([OH:33])([C:29]([F:32])([F:31])[F:30])[C:25]([F:28])([F:27])[F:26])=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[NH2:4][C:3]1[CH:5]=[CH:6][C:7]([CH2:9][CH:10]2[CH2:11][CH2:12][N:13]([CH2:17][C:18]3[CH:19]=[CH:20][C:21]([C:24]([OH:33])([C:25]([F:26])([F:27])[F:28])[C:29]([F:30])([F:31])[F:32])=[CH:22][CH:23]=3)[CH2:14][CH2:15]2)=[CH:8][C:2]=1[Cl:1]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 235273962-[4-(Bromomethyl)phenyl]-1,1,1,3,3,3-hexafluoropropan-2-olHCID 70653821HCID 70653821, compound

Product 1

HCID 86670954HCID 86670954, compoundYield 93.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-Chloro-4-(piperidin-4-ylmethyl)aniline (0.445 mmol, 100 mg), 2-(4-(bromomethyl)-phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (0.445 mmol, 150 mg) and potassium carbonate (0.890 mmol, 123 mg) were combined and stirred at room temperature in acetonitrile (5 mL) for 1.5 hours. The reaction mixture was filtered and filtrate was concentrated under vacuum. The residue was purified by SCX chromatography to give the title compound (200 mg). MS (ESI) m/z 480.9 [M+H]+

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationfiltrate was concentrated under vacuum
  3. customThe residue was purified by SCX chromatography

Sources & evidence

ORD record
ord-fde6dab996414d9980241d9f252eaba9
Source dataset
uspto-grants-2015_08
Patent number
US09108939B2

Reaction notes

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