Methyl 6-fluoropyrazolo[1,5-a]pyridine-3-carboxylate

Name: Methyl 6-fluoropyrazolo[1,5-a]pyridine-3-carboxylate
Brand: ChemScene
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CAS No. 1802489-63-9
Cat. No. CS-0085174
Molecule weight194.16
Purity≥98%
MDL No.MFCD28975340

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Methyl 6-fluoropyrazolo[1,5-a]pyridine-3-carboxylate|CS-0085174

Structure of 1802489-63-9

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General Information

CAS No. 1802489-63-9
Cat. No. CS-0085174
Purity ≥98%
MDL No. MFCD28975340
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇FN₂O₂
Molecular Weight 194.16
Synonym(s) Pyrazolo[1,5-a]pyridine-3-carboxylic acid, 6-fluoro-, methyl ester
SMILES O=C(C1=C2C=CC(F)=CN2N=C1)OC

Description

Methyl 6-fluoropyrazolo[1,5-a]pyridine-3-carboxylate is a fluorinated heterocyclic ester featuring a pyrazolo[1,5-a]pyridine core with strategic electron-withdrawing substitution. This scaffold integrates a bench-stable methyl ester group and a fluorine atom at the C6 position, enhancing metabolic stability and enabling selective functionalization in medicinal chemistry campaigns.

Application

Methyl 6-fluoropyrazolo[1,5-a]pyridine-3-carboxylate serves as a versatile building block for the synthesis of pyrazolo[1,5-a]pyridine-based scaffolds prevalent in medicinal chemistry. The methyl ester group enables straightforward derivatization via hydrolysis or nucleophilic substitution, while the fluorine substituent provides enhanced metabolic stability and modulates electronic properties. This compound exhibits good bench stability and functional group tolerance, facilitating its use in standard coupling reactions and heterocycle elaboration workflows.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 43.6
LogP 1.26
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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Methyl 6-fluoropyrazolo[1,5-a]pyridine-3-carboxylate

CAS No. 1802489-63-9

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