4-Chloro-1-methyl-1H-pyrazole

Name: 4-Chloro-1-methyl-1H-pyrazole
Brand: ChemScene
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CAS No. 35852-81-4
Cat. No. CS-W003493
Purity≥95%
MDL No.MFCD08275463

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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4-Chloro-1-methyl-1H-pyrazole|CS-W003493

Structure of 35852-81-4

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General Information

CAS No. 35852-81-4
Cat. No. CS-W003493
Purity ≥95%
MDL No. MFCD08275463
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₅ClN₂
Molecular Weight 116.55
Synonym(s) 4-Chloro-1-methylpyrazole
SMILES CN1C=C(Cl)C=N1

Description

4-Chloro-1-methyl-1H-pyrazole is a bench-stable heterocyclic scaffold featuring a chlorine substituent at the 4-position and a methyl group at nitrogen-1. This electron-deficient pyrazole integrates readily into medicinal chemistry libraries, serving as a bioisostere for phenyl rings and enabling enhanced metabolic stability in lead compounds.

Application

4-Chloro-1-methyl-1H-pyrazole serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyrazole scaffolds through palladium-catalyzed cross-coupling reactions. Its chlorine atom facilitates nucleophilic substitution and coupling with arylboranes, while the methyl group enhances solubility and metabolic stability. The compound exhibits good bench stability and is readily purified by flash chromatography, making it well-suited for iterative synthesis of bioactive molecules.

Synthesis

Route1
- In-stock
  
  15878-00-9
- 74-88-4
- ~%
- In-stock
  
  35852-81-4
References
- Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, , vol. <5> 15 I, p. 705 Gazzetta Chimica Italiana, , vol. 36 II, p. 350
Route2
- 930-36-9
- ~83%
- In-stock
  
  35852-81-4
References
- Franssen, M. C. R.; van Boven, H. G.; van der Plas, H. C. Journal of Heterocyclic Chemistry, 1987 , vol. 24, p. 1313 - 1316

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS02,GHS07
Signal Word : Danger	UN#: 1993
Class : 3	Packing Group : Ⅲ
Hazard Statements : H226-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

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Computational Chemistry Data

TPSA 17.82
LogP 1.0735
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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4-Chloro-1-methyl-1H-pyrazole

CAS No. 35852-81-4

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