1,3,5-Triazine → HCID 86700078, compound

HRID 1428125Notes

Reaction equation

HRID 1428125 reaction equation
[O-]CC.[Na+].[F:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][C:13](=[O:20])[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16].[N:21]1[CH:26]=NC=N[CH:22]=1>C(O)C>[F:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]1[C:13](=[O:20])[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:22][NH:21][CH:26]=1

Participants

5

Reactant 3

HCID 92621,3,5-TriazineHCID 2723922Sodium ethoxideHCID 10680634HCID 10680634, compound

Product 1

HCID 86700078HCID 86700078, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
85 °C

Procedure

A solution of sodium ethoxide in ethanol (20%, 1270 μl) was added to a solution of ethyl 4-(2-fluorophenyl)-3-oxobutanoate (697 mg) and 1,3,5-triazine (277 mg) in ethanol (8.0 ml) at room temperature, and the mixture was stirred at 85° C. for four hours. The solvent was distilled off under reduced pressure, followed by dilution with water. A 1 N aqueous hydrochloric acid solution was added, and the precipitated solid was collected by filtration and washed with ethyl acetate to give 406 mg of the title compound as a solid.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. additionA 1 N aqueous hydrochloric acid solution was added
  3. filtrationthe precipitated solid was collected by filtration
  4. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-0f8a73a38211425591323632ee5e8166
Source dataset
uspto-grants-2015_01
Patent number
US08933103B2

Reaction notes

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