6-Chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid

Name: 6-Chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 138642-96-3
Cat. No. CS-0042505
Purity≥98%
MDL No.MFCD00269625

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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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6-Chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid|CS-0042505

Structure of 138642-96-3

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General Information

CAS No. 138642-96-3
Cat. No. CS-0042505
Purity ≥98%
MDL No. MFCD00269625
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇ClN₂O₂
Molecular Weight 210.62
Synonym(s) 3-Carboxy-6-chloro-2-methylimidazo[1,2-a]pyridine
SMILES O=C(C1=C(C)N=C2C=CC(Cl)=CN21)O

Description

6-Chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid features a fused tricyclic core with complementary electron-withdrawing and steric elements. The carboxylic acid group enables direct derivatization, while the chloro and methyl substituents enhance reactivity in cross-coupling and bioconjugation workflows. This scaffold delivers robust stability under standard bench conditions.

Application

6-Chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid serves as a versatile building block for constructing bioactive heterocyclic scaffolds. Its carboxylic acid functionality enables direct coupling reactions, while the chloro and methyl groups provide sites for further functionalization via cross-coupling or nucleophilic substitution. The molecule exhibits good bench stability and facilitates efficient purification, making it well-suited for medicinal chemistry campaigns and API intermediate synthesis.

Synthesis

Route1
- In-stock
  
  1072-98-6
- ~%
- In-stock
  
  138642-96-3
References
- Moraski, Garrett C.; Markley, Lowell D.; Cramer, Jeffrey; Hipskind, Philip A.; Boshoff, Helena; Bailey, Mai A.; Alling, Torey; Ollinger, Juliane; Parish, Tanya; Miller, Marvin J. ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 7 p. 675 - 679
Route2
- In-stock
  
  330858-13-4
- ~%
- In-stock
  
  138642-96-3
References
- Moraski, Garrett C.; Markley, Lowell D.; Cramer, Jeffrey; Hipskind, Philip A.; Boshoff, Helena; Bailey, Mai A.; Alling, Torey; Ollinger, Juliane; Parish, Tanya; Miller, Marvin J. ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 7 p. 675 - 679

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

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Computational Chemistry Data

TPSA 54.6
LogP 1.99432
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid

CAS No. 138642-96-3

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