tert-Butyl 3-(trifluoromethyl)-4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate

Name: tert-Butyl 3-(trifluoromethyl)-4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate
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CAS No. 733757-89-6
Cat. No. CS-W022993
Purity≥96%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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tert-Butyl 3-(trifluoromethyl)-4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate|CS-W022993

Structure of 733757-89-6

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General Information

CAS No. 733757-89-6
Cat. No. CS-W022993
Purity ≥96%
MDL No. None
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₆F₃N₃O₂
Molecular Weight 291.27
Synonym(s) TERT-BUTYL 3-(TRIFLUOROMETHYL)-1,4,5,7-TETRAHYDRO-6H-PYRAZOLO[3,4-C]PYRIDINE-6-CARBOXYLATE
SMILES O=C(N1CCC2=C(NN=C2C(F)(F)F)C1)OC(C)(C)C

Description

tert-Butyl 3-(trifluoromethyl)-4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate features a trifluoromethyl-substituted pyrazolopyridine core with enhanced electron deficiency and improved metabolic stability. This bench-stable building block integrates readily into medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds, offering favorable solubility profiles under standard conditions.

Application

tert-Butyl 3-(trifluoromethyl)-4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate serves as a versatile scaffold for constructing biologically relevant heterocycles. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the dihydropyrazolopyridine core enables efficient functionalization via standard coupling reactions. Its tert-butyl ester facilitates straightforward deprotection under mild acidic conditions, supporting rapid access to pharmacologically active intermediates. This compound exhibits excellent bench stability and compatibility with diverse synthetic transformations, making it ideal for medicinal chemistry and process development workflows.

Synthesis

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  733757-89-6
References
- Ward, Simon E.; Harries, Mark; Aldegheri, Laura; Austin, Nigel E.; Ballantine, Stuart; Ballini, Elisa; Bradley, Daniel M.; Bax, Benjamin D.; Clarke, Brian P.; Harris, Andrew J.; Harrison, Stephen A.; Melarange, Rosemary A.; Mookherjee, Claudette; Mosley, Julie; Dal Negro, Gianni; Oliosi, Beatrice; Smith, Kathrine J.; Thewlis, Kevin M.; Woollard, Patrick M.; Yusaf, Shahnaz P. Journal of Medicinal Chemistry, 2011 , vol. 54, # 1 p. 78 - 94

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-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 58.22
LogP 2.7217
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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tert-Butyl 3-(trifluoromethyl)-4,5-dihydro-1H-pyrazolo[3,4-c]pyridine-6(7H)-carboxylate

CAS No. 733757-89-6

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