2-Chloro-4-(pyrrolidin-1-yl)pyrimidine

Name: 2-Chloro-4-(pyrrolidin-1-yl)pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 35691-20-4
Cat. No. CS-0042698
Purity≥97%
MDL No.None

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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-(pyrrolidin-1-yl)pyrimidine|CS-0042698

Structure of 35691-20-4

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General Information

CAS No. 35691-20-4
Cat. No. CS-0042698
Purity ≥97%
MDL No. None
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀ClN₃
Molecular Weight 183.64
Synonym(s) 4-azetidin-1-yl-2-chloropyrimidine
SMILES ClC1=NC=CC(N2CCCC2)=N1

Description

2-Chloro-4-(pyrrolidin-1-yl)pyrimidine features a pyrrolidinyl group that enhances solubility and reactivity, enabling efficient coupling in late-stage functionalization. The chlorine atom serves as a potent electrophilic handle for palladium-catalyzed cross-coupling, facilitating rapid access to complex heterocycles. This bench-stable scaffold integrates seamlessly into medicinal chemistry libraries.

Application

2-Chloro-4-(pyrrolidin-1-yl)pyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of kinase inhibitor scaffolds. The chloropyrimidine moiety facilitates nucleophilic substitution with amines, alcohols, and thiols under mild conditions, while the pyrrolidinyl group enhances solubility and modulates electronic properties. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for parallel synthesis and lead optimization campaigns.

Synthesis

Route1
- 123-75-1
- 3934-20-1
- ~62%
- In-stock
  
  35691-20-4
References
- Del Corona; Signorelli; Manzardo; Pinzetta; Coppi European Journal of Medicinal Chemistry, 1991 , vol. 26, # 7 p. 729 - 733
Route2
- 123-75-1
- 3934-20-1
- ~%
- In-stock
  
  35691-20-4
- In-stock
  
  33852-01-6
References
- Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 41, # 7 p. 577 - 584

Safety Information

Download SDS

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 29.02
LogP 1.7302
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2-Chloro-4-(pyrrolidin-1-yl)pyrimidine

CAS No. 35691-20-4

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