1-Methyl-1H-pyrazole-4-carbaldehyde Chemical Properties

Melting point:

29-34 °C

Boiling point:

60-62°C/0.08mm

Density 

1.14±0.1 g/cm3(Predicted)

Flash point:

>230 °F

storage temp. 

Inert atmosphere,2-8°C

pka

0.17±0.10(Predicted)

form 

powder to lump to clear liquid

color 

White or Colorless to Yellow to Orange

Sensitive 

Air Sensitive

InChI

InChI=1S/C5H6N2O/c1-7-3-5(4-8)2-6-7/h2-4H,1H3

InChIKey

MYFZXSOYJVWTBL-UHFFFAOYSA-N

SMILES

N1(C)C=C(C=O)C=N1

CAS DataBase Reference

25016-11-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41-43

Safety Statements 

26-36/37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29331990

MSDS

• Language:English Provider:SigmaAldrich

1-Methyl-1H-pyrazole-4-carbaldehyde Usage And Synthesis

Uses

1-Methyl-1H-pyrazole-4-carbaldehyde is a pharmaceutical intermediate used in the synthesis of the CHK1 inhibitor MK-8776.

Synthesis

Using cyclopropyl methyl ketone and dimethoxy-N, N-dimethylmethylamine as starting materials, the target product 1-Methyl-1H-pyrazole-4-carbaldehyde was obtained through aldol condensation, hydrazine condensation cyclization, selective methylation reaction and Vilsmeier-Hack reaction in sequence, with a total yield of up to 48.0%.

References

[1] Patent: WO2008/144767, 2008, A1. Location in patent: Page/Page column 117
[2] Patent: EP1762568, 2007, A1. Location in patent: Page/Page column 62
[3] Patent: EP1785418, 2007, A1. Location in patent: Page/Page column 78
[4] Patent: WO2008/153870, 2008, A1. Location in patent: Page/Page column 29
[5] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 1, p. 471 - 474

1-Methyl-1H-pyrazole-4-carbaldehyde(25016-11-9)Related Product Information

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