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

Name: 5-tert-Butyl 3-ethyl 6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-3,5(4H)-dicarboxylate
Brand: ChemScene
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CAS No. 518990-23-3
Cat. No. CS-0035566
Purity≥96%
MDL No.None

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5-tert-Butyl 3-ethyl 6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-3,5(4H)-dicarboxylate|CS-0035566

Structure of 518990-23-3

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General Information

CAS No. 518990-23-3
Cat. No. CS-0035566
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₁N₃O₄
Molecular Weight 295.33
Synonym(s) 5-tert-butyl 3-ethyl 1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-3,5-dicarboxylate
SMILES CCOC(=O)C1=C2CN(CCC2=NN1)C(=O)OC(C)(C)C

Description

This 5-tert-butyl 3-ethyl 6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-3,5(4H)-dicarboxylate features a sterically shielded tert-butyl group and ethyl ester handles, enabling stable incorporation into complex heterocyclic scaffolds. The dihydro-pyrazolopyridine core provides a rigid, electron-deficient platform for medicinal chemistry applications, facilitating efficient derivatization under standard conditions.

Application

5-tert-Butyl 3-ethyl 6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-3,5(4H)-dicarboxylate serves as a versatile scaffold for constructing biologically relevant heterocycles. Its electron-deficient pyrazolopyridine core enables reliable functionalization via Pd-catalyzed cross-coupling, while the tert-butyl and ethyl ester groups provide orthogonal reactivity and ease of purification. Bench-stable and compatible with standard synthetic workflows, it functions as a key intermediate in the development of kinase inhibitors and other medicinal chemistry leads.

Synthesis

Route1
- 518990-24-4
- ~83%
- In-stock
  
  518990-23-3
References
- WO2007/22280 A1, ; Page/Page column 85 ;

Safety Information

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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 84.52
LogP 1.8796
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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

CAS No. 518990-23-3

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