Methyl acetoacetate → HCID 178424558, compound

HRID 2183546Notes

Reaction equation

HRID 2183546 reaction equation
[C:1]([O:7]C)(=O)[CH2:2][C:3]([CH3:5])=O.[CH3:9][C:10]1[C:11]([C:16]2[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][C:17]=2[CH3:24])=[C:12]([NH2:15])[NH:13][N:14]=1>C(O)(=O)C>[CH3:9][C:10]1[C:11]([C:16]2[C:17]([CH3:24])=[CH:18][C:19]([CH3:23])=[CH:20][C:21]=2[CH3:22])=[C:12]2[NH:15][C:3]([CH3:5])=[CH:2][C:1](=[O:7])[N:13]2[N:14]=1

Participants

4

Reactant 2

HCID 7757Methyl acetoacetateHCID 178424562HCID 178424562, compound

Product 1

HCID 178424558HCID 178424558, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Methyl acetoacetate (0.38 ml) was added to a solution of 5-methyl-4-(2,4,6-trimethyl-phenyl)-2H-pyrazol-3-ylamine (641 mg, 2.98 mmol) in 4 ml of acetic acid. The reaction mixture was heated at reflux for overnight. The mixture was concentrated to dryness and the residue was purified through silica gel column chromatography using 5% methanol in chloroform as eluent to give 560 mg (65.5%) of the title compound as a white solid;

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for overnight
  3. concentrationThe mixture was concentrated to dryness
  4. customthe residue was purified through silica gel column chromatography

Sources & evidence

ORD record
ord-2a17f756f00b41da8422444aa777bfd8
Source dataset
uspto-grants-2005_05
Patent number
US06900217B2

Reaction notes

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