tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Name: tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate
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CAS No. 1370616-23-1
Cat. No. CS-0055970
Purity≥98%
MDL No.MFCD26518029

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tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate|CS-0055970

Structure of 1370616-23-1

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General Information

CAS No. 1370616-23-1
Cat. No. CS-0055970
Purity ≥98%
MDL No. MFCD26518029
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₂₅BN₂O₄
Molecular Weight 344.21
Synonym(s) tert-Butyl 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-pyrrolo[2,3-b]pyridine-1-carboxylate
SMILES O=C(N1C=CC2=CC(B3OC(C)(C)C(C)(C)O3)=CN=C21)OC(C)(C)C

Description

tert-Butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate features a boronate ester group that enables efficient Suzuki-Miyaura coupling under mild conditions. This bench-stable reagent integrates seamlessly into complex molecule assembly, particularly in medicinal chemistry and heterocyclic synthesis workflows.

Application

tert-Butyl 5-(4,4,5,5-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 stable pinacol boronate group enables efficient Suzuki-Miyaura coupling with aryl and heteroaryl halides, while the pyrrolo[2,3-b]pyridine core provides a rigid, electron-deficient scaffold relevant to medicinal chemistry. Bench-stable and readily purified by flash chromatography, it facilitates the rapid assembly of complex heterocyclic architectures.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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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 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

CAS No. 1370616-23-1

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