2-Chlorothiazolo[5,4-b]pyridine

Name: 2-Chlorothiazolo[5,4-b]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 91524-96-8
Cat. No. CS-0019362
Purity≥98%
MDL No.MFCD13190222

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Chlorothiazolo[5,4-b]pyridine|CS-0019362

Structure of 91524-96-8

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General Information

CAS No. 91524-96-8
Cat. No. CS-0019362
Purity ≥98%
MDL No. MFCD13190222
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃ClN₂S
Molecular Weight 170.62
Synonym(s) 2-chloro-[1,3]thiazolo[5,4-b]pyridine
SMILES ClC1=NC2=CC=CN=C2S1

Description

2-Chlorothiazolo[5,4-b]pyridine is a heterocyclic scaffold featuring a fused thiazole and pyridine ring system with a chlorine atom at the 2-position. This electron-deficient architecture enables direct functionalization in cross-coupling reactions and serves as a key building block for bioactive molecule synthesis under standard conditions.

Application

2-Chlorothiazolo[5,4-b]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its electrophilic chlorine atom enables facile nucleophilic substitution, facilitating the construction of diverse functionalized derivatives. The fused thiazole-pyridine core provides enhanced metabolic stability and π-conjugation, making it valuable in the synthesis of kinase inhibitors and advanced organic semiconductors. Bench-stable and compatible with standard coupling conditions, it functions reliably in multi-step synthetic sequences.

Synthesis

Route1
- In-stock
  
  39856-58-1
- 140-89-6
- ~11%
- In-stock
  
  91524-96-8
References
- AMGEN INC.; Allen, Jennifer R.; Amegadzie, Albert; Andrews, Kristin L.; Brown, James; Chen, Jian J.; Chen, Ning; Harrington, Essa Hu; Liu, Qingyian; Nguyen, Thomas T.; Pickrell, Alexander J.; Qian, Wenyuan; Rumfelt, Shannon; Rzasa, Robert M.; Yuan, Chester Chenguang; Zhong, Wenge Patent: US2013/225552 A1, 2013 ; Location in patent: Paragraph 0494 ;

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 25.78
LogP 2.3447
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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2-Chlorothiazolo[5,4-b]pyridine

CAS No. 91524-96-8

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