1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one → HCID 9948815, compound

HRID 2352159Notes

Reaction equation

HRID 2352159 reaction equation
CN(C)[CH:3]=[CH:4][C:5]([C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1)=O.C(=O)(O)O.[F:18][C:19]([F:31])([F:30])[C:20]1[CH:21]=[C:22]([NH:26][C:27]([NH2:29])=[NH:28])[CH:23]=[CH:24][CH:25]=1>C(O)CC>[N:9]1[CH:10]=[CH:11][CH:12]=[C:7]([C:5]2[CH:4]=[CH:3][N:29]=[C:27]([NH:26][C:22]3[CH:23]=[CH:24][CH:25]=[C:20]([C:19]([F:30])([F:31])[F:18])[CH:21]=3)[N:28]=2)[CH:8]=1

Participants

4

Reactant 2

HCID 5670331-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-oneHCID 178512486HCID 178512486, compound

Product 1

HCID 9948815HCID 9948815, compound

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

A 7.04 g amount of 3-dimethylamino-1-(3-pyridinyl)-2-propen-1-one (U.S. Pat. No. 4,281,000) and 18.72 g of [3-(trifluoromethyl)phenyl]guanidine carbonate in 500 ml of n-propanol was heated at reflux temperature for 16 hours. The solvent was evaporated to near dryness, then water was added and the precipitate which formed was collected by filtration, then recrystallized from hexane to give 5.55 g of the desired product, mp 170°-171° C.

Workup

  1. temperatureat reflux temperature for 16 hours
  2. customThe solvent was evaporated
  3. additionwater was added
  4. customthe precipitate which formed
  5. filtrationwas collected by filtration
  6. customrecrystallized from hexane

Sources & evidence

ORD record
ord-93455ef96a17498c9b0e9a57b2c5e667
Source dataset
uspto-grants-1989_10
Patent number
US04876252

Reaction notes

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