5-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine

Name: 5-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine
Brand: ChemScene
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CAS No. 1036027-54-9
Cat. No. CS-W008572
Purity≥97%
MDL No.MFCD06659680

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5-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine|CS-W008572

Structure of 1036027-54-9

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General Information

CAS No. 1036027-54-9
Cat. No. CS-W008572
Purity ≥97%
MDL No. MFCD06659680
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅F₃N₂
Molecular Weight 186.13
Synonym(s) 5-(TrifluoroMethyl)-7-azaindole
SMILES FC(F)(F)C1=CN=C2NC=CC2=C1

Description

5-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine delivers a potent electron-deficient heterocyclic scaffold ideal for medicinal chemistry. The trifluoromethyl group enhances metabolic stability and membrane permeability, while the fused pyrrolopyridine core enables robust coupling in cross-coupling reactions. This compound serves as a key building block in targeted kinase inhibitors and CNS drug discovery programs.

Application

5-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds. Its trifluoromethyl group enhances metabolic stability and modulates lipophilicity, while the fused pyrrolopyridine core supports diverse functionalization via palladium-catalyzed coupling reactions. The compound exhibits excellent bench stability and compatibility with standard synthetic protocols, facilitating incorporation into complex molecular architectures.

Synthesis

Route1
- 1036027-52-7
- ~58%
- In-stock
  
  1036027-54-9
References
- VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2008/79346 A1, 2008 ; Location in patent: Page/Page column 59 ; WO 2008/079346 A1

Safety Information

Download SDS

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

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Computational Chemistry Data

TPSA 28.68
LogP 2.5817
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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5-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine

CAS No. 1036027-54-9

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