tert-Butyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Name: tert-Butyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 1228014-35-4
Cat. No. CS-D1254
Purity≥95%
MDL No.MFCD20527472

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tert-Butyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate|CS-D1254

Structure of 1228014-35-4

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General Information

CAS No. 1228014-35-4
Cat. No. CS-D1254
Purity ≥95%
MDL No. MFCD20527472
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₃BrN₂O₂
Molecular Weight 297.15
Synonym(s) tert-butyl 4-bromopyrrolo[2,3-b]pyridine-1-carboxylate
SMILES O=C(N1C=CC2=C(Br)C=CN=C21)OC(C)(C)C

Description

tert-Butyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate features a brominated pyrrolopyridine core with a bench-stable tert-butyl ester handle. This moiety integrates readily into cross-coupling reactions, enabling efficient access to complex heterocyclic architectures in medicinal chemistry and materials science.

Application

tert-Butyl 4-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate serves as a versatile building block for the synthesis of biologically relevant heterocycles. The bromine substituent enables efficient Pd-catalyzed cross-coupling reactions, while the tert-butyl carbamate group provides stability and facilitates orthogonal deprotection. This compound exhibits excellent bench stability and compatibility with standard synthetic workflows, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
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  1228014-35-4
References
- SPHAERA PHARMA PVT. LTD.; DUGAR, Sundeep; MAHAJAN, Dinesh; HOLLINGER PETER, Frank; SHARMA, Amit; TRIPATHI, Vinayak; KUILA, Bilash Patent: WO2014/16849 A2, 2014 ; Location in patent: Page/Page column 115 ;

Safety Information

Download SDS

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 44.12
LogP 3.582
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

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-bromo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

CAS No. 1228014-35-4

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