tert-Butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Name: tert-Butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate
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CAS No. 1391926-50-3
Cat. No. CS-0048244
Purity≥98%
MDL No.None

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tert-Butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate|CS-0048244

Structure of 1391926-50-3

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General Information

CAS No. 1391926-50-3
Cat. No. CS-0048244
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₅BN₂O₄
Molecular Weight 344.21
Synonym(s) tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolo[2,3-b]pyridine-1-carboxylate
SMILES CC(C)(C)OC(=O)N1C=CC2=C(C=CN=C12)B1OC(C)(C)C(C)(C)O1

Description

tert-Butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate features a boronate ester group enabling efficient Suzuki-Miyaura coupling. The pyrrolo[2,3-b]pyridine core provides a rigid, electron-deficient scaffold suitable for C–C bond formation in complex molecule assembly. Bench-stable and moisture-tolerant, this reagent integrates seamlessly into synthetic workflows requiring precise functionalization.

Application

tert-Butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate serves as a versatile boron-containing building block for palladium-catalyzed cross-coupling reactions. The pyrrolo[2,3-b]pyridine core provides a rigid, nitrogen-rich scaffold relevant to medicinal chemistry, while the boronic ester functionality enables efficient C–C bond formation under mild conditions. Bench-stable and compatible with diverse reaction partners, it facilitates rapid access to complex heterocyclic architectures in drug discovery and materials science 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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 62.58
LogP 3.1187
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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tert-Butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

CAS No. 1391926-50-3

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