Ethyl Acetate → HCID 178429193, compound

HRID 497957Notes

Reaction equation

HRID 497957 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([NH2:7])[N:4]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[N:3]=1.[C:14](OCC)(=[O:19])[CH2:15][C:16]([CH3:18])=O.C(OCC)(=O)C>C(O)(=O)C>[CH3:1][C:2]1[C:6]2[C:5](=[N:7][C:14]([OH:19])=[CH:15][C:16]=2[CH3:18])[N:4]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[N:3]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 8868Ethyl AcetoacetateHCID 7351323-Methyl-1-(pyridin-2-yl)-1H-pyrazol-5-amine

Product 1

HCID 178429193HCID 178429193, compoundYield 63.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 3-methyl-1-(2-pyridinyl)-1H-pyrazol-5-amine (5.1 g, 29 mmol) and ethyl acetoacetate (3.8 g, 30 mmol) in acetic acid (14 mL) was stirred at 100° C. for 4 hours. The solution was cooled to room temperature and ethyl acetate was added thereto. The resulting crude crystals were collected by filtration, and recrystallized from ethanol to give the title compound (4.4 g, 62% yield).

Workup

  1. filtrationThe resulting crude crystals were collected by filtration
  2. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-7f85c5375b614450a81179d53aaa42b7
Source dataset
uspto-grants-2005_09
Patent number
US06949648B2

Reaction notes

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