tert-Butyl 4-bromo-1H-imidazole-1-carboxylate

Name: tert-Butyl 4-bromo-1H-imidazole-1-carboxylate
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CAS No. 1338257-80-9
Cat. No. CS-0437391
Molecule weight247.09
Purity≥98%
MDL No.None

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tert-Butyl 4-bromo-1H-imidazole-1-carboxylate|CS-0437391

Structure of 1338257-80-9

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General Information

CAS No. 1338257-80-9
Cat. No. CS-0437391
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₁BrN₂O₂
Molecular Weight 247.09
Synonym(s) 4-Bromo-N-Boc-imidazole
SMILES O=C(N1C=NC(Br)=C1)OC(C)(C)C

Description

tert-Butyl 4-bromo-1H-imidazole-1-carboxylate features a brominated imidazole core with a bench-stable tert-butyl ester protecting group, enabling direct use in cross-coupling reactions. The electron-deficient imidazole ring facilitates palladium-catalyzed transformations, while the carboxylate moiety offers a handle for selective deprotection and further functionalization under mild conditions.

Application

tert-Butyl 4-bromo-1H-imidazole-1-carboxylate serves as a versatile building block for the synthesis of brominated imidazole derivatives. The tert-butyl ester group enables facile deprotection under mild acidic conditions, while the bromine substituent provides a reliable handle for palladium-catalyzed cross-coupling reactions. This compound exhibits excellent bench stability and compatibility with diverse functional groups, facilitating efficient access to biologically relevant imidazole scaffolds in medicinal chemistry and process development 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

TPSA 44.12
LogP 2.4288
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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tert-Butyl 4-bromo-1H-imidazole-1-carboxylate

CAS No. 1338257-80-9

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