Ethyl cyanoacetate → HCID 178433994, compound

HRID 1062575Notes

Reaction equation

HRID 1062575 reaction equation
[NH2:1][C:2]1[N:6]([CH3:7])[N:5]=[C:4]([CH3:8])[C:3]=1[CH:9]=O.[C:11]([CH2:13][C:14](OCC)=[O:15])#[N:12]>>[OH:15][C:14]1[N:1]=[C:2]2[N:6]([CH3:7])[N:5]=[C:4]([CH3:8])[C:3]2=[CH:9][C:13]=1[C:11]#[N:12]

Participants

3

Reactant 2

HCID 7764Ethyl cyanoacetateHCID 15618873HCID 15618873, compound

Product 1

HCID 178433994HCID 178433994, compound

Conditions

Temperature
185 °C

Procedure

5-Amino-1,3-dimethylpyrazole-4-carboxaldehyde (6.15 g) was dissolved in ethyl cyanoacetate (10 mL), and stirred at 185° C. for 3 hours. The reaction mixture was allowed to cool to room temperature. The precipitated solid was filtered, washed with ethyl acetate, and dried under high vacuum to give 6-hydroxy-1,3-dimethylpyrazolo[5,4-b]pyridine-5-carbonitrile as a white powder.

Workup

  1. temperatureto cool to room temperature
  2. filtrationThe precipitated solid was filtered
  3. washwashed with ethyl acetate
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-a34e2a5761014e0182c92baeb04beb82
Source dataset
uspto-grants-2005_11
Patent number
US06962926B2

Reaction notes

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