4-Ethynyl-2-methylpyridine

Name: 4-Ethynyl-2-methylpyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 30413-56-0
Cat. No. CS-0210510
Purity≥98%
MDL No.MFCD13175243

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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 30413-56-0

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General Information

CAS No. 30413-56-0
Cat. No. CS-0210510
Purity ≥98%
MDL No. MFCD13175243
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇N
Molecular Weight 117.15
Synonym(s) 4-Ethynyl-2-picoline, (2-Methylpyridin-4-yl)acetylene
SMILES C#CC1=CC=NC(=C1)C

Description

4-Ethynyl-2-methylpyridine features a terminal alkyne group conjugated to an electron-deficient pyridine ring, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC). The methyl substituent enhances solubility and modulates electronic properties, while the robust alkyne remains stable under standard bench conditions. This compound serves as a versatile building block for bioconjugation and materials synthesis.

Application

4-Ethynyl-2-methylpyridine serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted pyridine scaffolds. Its terminal alkyne functionality facilitates Sonogashira and CuAAC transformations with high reliability, while the 2-methylpyridine core provides enhanced stability and orthogonal reactivity. The compound exhibits excellent bench stability and is readily purified by distillation or column chromatography, making it ideal for use in medicinal chemistry and materials synthesis workflows.

Synthesis

Route1
- 761426-51-1
- ~90%
- In-stock
  
  30413-56-0
References
- ASTRAZENECA AB; ASTEX THERAPEUTICS LTD Patent: WO2008/76046 A1, 2008 ; Location in patent: Page/Page column 188-189 ; WO 2008/076046 A1
Route2
- In-stock
  
  22282-99-1
- 1066-54-2
- ~43%
- In-stock
  
  30413-56-0
References
- Roche Palo Alto LLC Patent: US2010/56535 A1, 2010 ; Location in patent: Page/Page column 19 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 1.37132
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alkyne

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

Key Words

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4-Ethynyl-2-methylpyridine

CAS No. 30413-56-0

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