Sulfuric Acid → 3-(2-Cyanophenyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one sulfate

HRID 2238573Notes

Reaction equation

HRID 2238573 reaction equation
[S:1](=[O:5])(=[O:4])([OH:3])[OH:2].[C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[C:15](=[O:32])[N:16]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:17]=[C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)[CH:19]=1)#[N:7]>O1CCCC1>[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[C:15](=[O:32])[N:16]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:17]=[C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)[CH:19]=1)#[N:7]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 9924495Perampanel

Product 1

HCID 177513363-(2-Cyanophenyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one sulfateYield 343.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A mixture of concentrated sulfuric acid (60 μL, 1.08 mmol) and tetrahydrofuran (5 mL) was added under cooling with ice to a mixture of 3-(2-cyanophenyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one (200 mg, 0.138 mmol) and tetrahydrofuran (20 mL), which was then stirred under cooling with ice for one hour. The precipitated solid was collected by filtration, washed with ethyl acetate (small amount), and then dried under reduced pressure to provide 212 mg of the title compound as white crystals.

Workup

  1. additionwas added
  2. temperatureunder cooling with ice for one hour
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with ethyl acetate (small amount)
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-8774c3681db94ded8f04eff0bc6d09b3
Source dataset
uspto-grants-2010_05
Patent number
US07718807B2

Reaction notes

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