Pyruvic Acid → HCID 178438025, compound

HRID 2360682Notes

Reaction equation

HRID 2360682 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([NH2:8])[NH:6][N:7]=1)[CH3:2].[F:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1[OH:18])[CH:13]=O.[C:19]([OH:24])(=[O:23])[C:20]([CH3:22])=O>C(O)(=O)C>[CH2:1]([C:3]1[C:4]2[C:20]([C:19]([OH:24])=[O:23])=[CH:22][C:13]([C:12]3[CH:15]=[CH:16][C:17]([OH:18])=[C:10]([F:9])[CH:11]=3)=[N:8][C:5]=2[NH:6][N:7]=1)[CH3:2]

Participants

5

Reactant 3

HCID 1060Pyruvic AcidHCID 5872503-Fluoro-4-hydroxybenzaldehydeHCID 178436831HCID 178436831, compound

Product 1

HCID 178438025HCID 178438025, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 5-ethyl-2H-pyrazol-3-ylamine (1 g, 9 mmol), 3-fluoro-4-hydroxybenzaldehyde (1.26 g, 9 mmol), pyruvic acid (0.63 ml, 9 mmol) and glacial acetic acid (14 ml) was heated to reflux under nitrogen for 2 h and then cooled to room temperature. The precipitate was filtered and washed with absolute ethanol to afford the title compound (0.614 g, 23%) as beige solid.

Workup

  1. temperaturewas heated
  2. temperatureto reflux under nitrogen for 2 h
  3. filtrationThe precipitate was filtered
  4. washwashed with absolute ethanol

Sources & evidence

ORD record
ord-768ff47e47be49158ff08307aa269feb
Source dataset
uspto-grants-2014_04
Patent number
US08686150B2

Reaction notes

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