4-Cyclopropylpyridin-2-amine

Name: 4-Cyclopropylpyridin-2-amine
Brand: ChemScene
Availability: InStock
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CAS No. 908269-97-6
Cat. No. CS-0146615
Molecule weight134.18
Purity≥95%
MDL No.MFCD12032793

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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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Structure of 908269-97-6

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General Information

CAS No. 908269-97-6
Cat. No. CS-0146615
Purity ≥95%
MDL No. MFCD12032793
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀N₂
Molecular Weight 134.18
Synonym(s) None
SMILES NC1=NC=CC(C2CC2)=C1

Description

4-Cyclopropylpyridin-2-amine features a cyclopropyl group at the 4-position of a pyridine ring, conferring enhanced lipophilicity and metabolic stability. The primary amine at the 2-position enables straightforward functionalization in synthetic routes. This scaffold integrates readily into bioactive molecules, particularly in kinase inhibitor development and medicinal chemistry campaigns requiring balanced solubility and membrane permeability.

Application

4-Cyclopropylpyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and functionalization reactions. Its pyridine nitrogen and primary amine functionality offer orthogonal reactivity for C–N bond formation, while the cyclopropyl group imparts conformational rigidity and enhanced metabolic stability. The compound exhibits excellent bench stability and is compatible with common reaction conditions, facilitating efficient synthesis of kinase inhibitors, GPCR modulators, and other pharmaceutical scaffolds.

Synthesis

Route1
- In-stock
  
  84249-14-9
- In-stock
  
  411235-57-9
- ~58%
- In-stock
  
  908269-97-6
References
- MSD Oss B.V.; Man, de, Adrianus, Petrus, Antonius; Sterrenburg, Jan-Gerard; Raaijmakers, Hans C.A.; Kaptein, Allard; Oubrie, Arthur A.; Rewinkel, Johannes, Bernardus, Maria; Jans, Christiaan, Gerardus, Johannes, Maria; Wijkmans, Jacobus C.H.M.; Barf, Tjeerd A.; Gao, Xiaolei; Boga, Sobhana Babu; Yao, Xin; Zhu, Hugh Y.; Cooper, Allen B.; Kim, Ronald M. Patent: EP2548877 A1, 2013 ; Location in patent: Paragraph 0207 ;
Route2
- In-stock
  
  19798-80-2
- In-stock
  
  411235-57-9
- ~%
- In-stock
  
  908269-97-6
References
- MERCK SHARP and DOHME CORP.; MERCK CANADA INC.; DESCHENES, Denis; ALTMAN, Michael, D.; ELLIS, John Michael; FISCHER, Christian; HAIDLE, Andrew, M.; KATTAR, Solomon, D.; NORTHRUP, Alan, B.; SCHELL, Adam, J.; SMITH, Graham, F.; TAOKA, Brandon, M.; BIENSTOCK, Corey; DI FRANCESCO, Maria Emilia; DONOFRIO, Anthony; PETERSON, Scott; SPENCER, Kerrie, B.; JEWELL, James Patrick; ALI, Amjad; BENNETT, David Jonathan; DANG, Qun; WAI, John Patent: WO2012/154518 A1, 2012 ; Location in patent: Page/Page column 44 ; WO 2012/154518 A1

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 38.91
LogP 1.5412
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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4-Cyclopropylpyridin-2-amine

CAS No. 908269-97-6

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