2-Chloro-4-cyclopropylpyrimidine

Name: 2-Chloro-4-cyclopropylpyrimidine
Brand: ChemScene
Availability: InStock
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CAS No. 954237-31-1
Cat. No. CS-0112542
Purity≥98%
MDL No.MFCD09861507

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Chloro-4-cyclopropylpyrimidine|CS-0112542

Structure of 954237-31-1

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General Information

CAS No. 954237-31-1
Cat. No. CS-0112542
Purity ≥98%
MDL No. MFCD09861507
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇ClN₂
Molecular Weight 154.60
Synonym(s) 2-Chloro-4-cyclopropyl-pyrimidine
SMILES ClC1=NC=CC(C2CC2)=N1

Description

2-Chloro-4-cyclopropylpyrimidine is a bench-stable, electron-deficient pyrimidine derivative featuring a cyclopropyl group at the 4-position and a chlorine atom at C2. This structural motif enables efficient coupling in transition-metal-catalyzed cross-coupling reactions, serving as a key building block for bioactive heterocycles in medicinal chemistry and agrochemical research.

Application

2-Chloro-4-cyclopropylpyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. Its chlorine atom at the 2-position facilitates nucleophilic substitution reactions, while the cyclopropyl group at the 4-position provides steric and electronic modulation. The compound exhibits good bench stability and compatibility with standard coupling protocols, making it well-suited for iterative synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

Route1
- 3934-20-1
- 23719-80-4
- ~75%
- In-stock
  
  954237-31-1
References
- Jorgensen, William L.; Bollini, Mariela; Thakur, Vinay V.; Domaoal, Robert A.; Spasov, Krasimir A.; Anderson, Karen S. Journal of the American Chemical Society, 2011 , vol. 133, # 39 p. 15686 - 15696
Route2
- 3934-20-1
- In-stock
  
  411235-57-9
- ~47%
- In-stock
  
  954237-31-1
References
- MERCK SHARP and DOHME CORP.; EDMONDSON, Scott, D.; CHANG, Lehua; KAR, Nam Fung; MORRIELLO, Gregori, J.; MOYES, Christopher, J.; SHEN, Dong-Ming; ZHU, Cheng; ANTHONY, Neville, J.; JONES, Philip; SMITH, Graham, F.; SCOTT, Mark, E.; THOMPSON, Christopher, F.; JUNG, Joon; CAMMARANO, Carolyn; HOFFMAN, Dawn Marie Patent: WO2011/25774 A1, 2011 ; Location in patent: Page/Page column 45 ; WO 2011/025774 A1

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 25.78
LogP 2.0074
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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2-Chloro-4-cyclopropylpyrimidine

CAS No. 954237-31-1

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