ETHYL 5-AMINO-1-METHYLPYRAZOLE-4-CARBOXYLATE Chemical Properties

Melting point:

96-100 °C

Boiling point:

121 °C(Press: 0.05 Torr)

Density 

1.29±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

pka

2.03±0.10(Predicted)

form 

Crystals or Crystalline Powder

color 

Yellow

λmax

257nm(EtOH)(lit.)

Sensitive 

Hygroscopic

BRN 

131200

InChI

InChI=1S/C7H11N3O2/c1-3-12-7(11)5-4-9-10(2)6(5)8/h4H,3,8H2,1-2H3

InChIKey

MEUSJJFWVKBUFP-UHFFFAOYSA-N

SMILES

N1(C)C(N)=C(C(OCC)=O)C=N1

CAS DataBase Reference

31037-02-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

36/37/38-22

Safety Statements 

36/37/39-26-22-36/37

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29331990

MSDS

• Language:English Provider:ACROS
• Language:English Provider:ALFA

ETHYL 5-AMINO-1-METHYLPYRAZOLE-4-CARBOXYLATE Usage And Synthesis

Chemical Properties

yellow crystals or crystalline powder

Uses

ETHYL 5-AMINO-1-METHYLPYRAZOLE-4-CARBOXYLATE features an amino group and a carboxylic acid moiety, which contribute to its reactivity and potential applications in various chemical reactions. The ethyl ester functional group enhances its solubility in organic solvents, making it useful in synthetic chemistry.

Synthesis

Example A Synthesis of ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate: methylhydrazine (8.6 mL, 162 mmol) was slowly added to a solution of ethyl (ethoxymethylene)cyanoacetate (24.9 g, 147 mmol) in ethanol (250 mL). The reaction mixture was heated to reflux and stirred continuously for 3 days. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The resulting residue was purified by recrystallization from a mixed ethyl acetate/petroleum ether solvent to afford a white solid product identified as ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate (21.1 g, 85% yield).

References

[1] Journal of Medicinal Chemistry, 2018, vol. 61, # 19, p. 8670 - 8692
[2] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 17, p. 4585 - 4589
[3] Journal of Heterocyclic Chemistry, 2007, vol. 44, # 4, p. 749 - 755
[4] Patent: EP1512687, 2005, A1. Location in patent: Page/Page column 6
[5] Patent: US5498630, 1996, A

ETHYL 5-AMINO-1-METHYLPYRAZOLE-4-CARBOXYLATE(31037-02-2)Related Product Information

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