1-(Benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde

Name: 1-(Benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde
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CAS No. 189089-91-6
Cat. No. CS-0005163
Purity≥98%
MDL No.MFCD15529564

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1-(Benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde|CS-0005163

Structure of 189089-91-6

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General Information

CAS No. 189089-91-6
Cat. No. CS-0005163
Purity ≥98%
MDL No. MFCD15529564
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₀N₂O₃S
Molecular Weight 286.31
Synonym(s) 1-(Phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde
SMILES O=S(N1C(C=O)=CC2=CC=CN=C12)(C3=CC=CC=C3)=O

Description

1-(Benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde features a rigid fused heterocyclic core bearing a benzenesulfonyl group and an aldehyde handle. This combination delivers enhanced solubility and electronic tuning, enabling efficient coupling in cross-coupling and bioconjugation workflows. The molecule exhibits bench-stable handling characteristics under standard conditions.

Application

1-(Benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde serves as a versatile building block for heterocyclic synthesis, leveraging the electrophilic aldehyde functionality and electron-deficient pyrrolopyridine core. The benzenesulfonyl group enhances solubility and stability while enabling orthogonal functionalization. It facilitates Pd-catalyzed cross-couplings, nucleophilic additions, and cyclizations under standard conditions, making it suitable for medicinal chemistry campaigns targeting kinase inhibitors and CNS-active scaffolds.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 69.03
LogP 2.0858
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-(Benzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde

CAS No. 189089-91-6

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