Benzoic Acid → HCID 23650205, compound

HRID 2238578Notes

Reaction equation

HRID 2238578 reaction equation
C(C(C)=O)C.O.[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[C:16](=[O:33])[N:17]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:18]=[C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[CH:20]=1)#[N:8].[C:34]([OH:42])(=[O:41])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>O1CCCC1>[C:34]([OH:42])(=[O:41])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[C:16](=[O:33])[N:17]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:18]=[C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[CH:20]=1)#[N:8]

Participants

5

Reactant 3

HCID 243Benzoic AcidHCID 6569Methyl Ethyl KetoneHCID 68419241HCID 68419241, compound

Product 1

HCID 23650205HCID 23650205, compoundYield 75.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl ethyl ketone (6 mL) was added to 3-(2-cyanophenyl)-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one hydrate (253.6 mg, 0.70 mmol), and completely resolved under reflux by using oil bath. Then, tetrahydrofuran solution of benzoic acid (1 mL, containing 0.75 mmol of benzoic acid) was added, the heating of the oil bath was stopped, brought out from the oil bath, and subsequently allowed to stand at room temperature. The mixture returning to the room temperature was transferred to a weighing bottle and allowed to stand for about 15 hours in hood. The solid precipitated was dried under reduced pressure at 60° C. for about 4 hours to provide 249.81 mg of the title compound as slightly yellowish white crystals.

Workup

  1. temperatureunder reflux
  2. temperaturethe heating of the oil bath
  3. customto stand at room temperature
  4. customreturning to the room temperature
  5. customThe solid precipitated
  6. customwas dried under reduced pressure at 60° C. for about 4 hours

Sources & evidence

ORD record
ord-c8e3ac08c90b46efa672d05198f0d04e
Source dataset
uspto-grants-2010_05
Patent number
US07718807B2

Reaction notes

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