Hydrochloric Acid → N-Allyl-5-bromo-2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxamide

HRID 512462Notes

Reaction equation

HRID 512462 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:13]([O:15]C)=O)[C:5](=[O:12])[NH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].Cl>C(N)C=C>[CH2:5]([NH:6][C:13]([C:4]1[C:5](=[O:12])[NH:6][C:7]([C:8]([F:9])([F:10])[F:11])=[C:2]([Br:1])[CH:3]=1)=[O:15])[CH:4]=[CH2:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69137025HCID 69137025, compound

Product 1

HCID 59828233N-Allyl-5-bromo-2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxamide

Reagents, catalysts & solvents 1

HCID 7853AllylamineSolvent

Procedure

At room temperature, 250 mg (0.83 mmol) of methyl 5-bromo-2-oxo-6-(trifluoromethyl)-1,2-dihydropyridine-3-carboxylate were stirred in 5 ml of allylamine for 18 h. By addition of 2N hydrochloric acid, the pH was then adjusted to 2, resulting in the precipitation of a colorless solid. Filtration with suction and drying gave 134 mg (50% of theory) of the product.

Workup

  1. customresulting in the precipitation of a colorless solid
  2. filtrationFiltration with suction
  3. customdrying
  4. customgave 134 mg (50% of theory) of the product

Sources & evidence

ORD record
ord-622775384f8845cdb44408107cea9955
Source dataset
uspto-grants-2015_08
Patent number
US09102623B2

Reaction notes

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