2-Bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde

Name: 2-Bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde
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CAS No. 1185428-34-5
Cat. No. CS-0514544
Purity≥95%
MDL No.MFCD24848155

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2-Bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde|CS-0514544

Structure of 1185428-34-5

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General Information

CAS No. 1185428-34-5
Cat. No. CS-0514544
Purity ≥95%
MDL No. MFCD24848155
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈BrN₃O₂Si
Molecular Weight 356.29
Synonym(s) None
SMILES O=CC1=CN(COCC[Si](C)(C)C)C2=C1N=C(Br)C=N2

Description

2-Bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde features a brominated pyrrolopyrazine core with a trimethylsilyl-protected ether side chain and an aldehyde handle. This bifunctional scaffold enables direct coupling in cross-coupling or conjugation workflows, leveraging the silyl group for orthogonal protection and the aldehyde for downstream derivatization under mild conditions.

Application

2-Bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde serves as a versatile building block for the synthesis of pyrrolopyrazine-based heterocycles. The bromo and aldehyde functionalities enable sequential cross-coupling and functionalization reactions, while the trimethylsilyl-protected ether offers stability and orthogonal deprotection. Its bench-stable nature and compatibility with standard Pd-catalyzed transformations facilitate efficient construction of complex scaffolds in medicinal chemistry and materials research.

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 57.01
LogP 3.3186
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Functional Group Organosilicon compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Key Words

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2-Bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde

CAS No. 1185428-34-5

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