Cost-Effective and Scalable Synthesis of 4-Bromo-1,2-dimethyl-1H-imidazole: A Key Building Block for Bioactive Molecules

Muthalagu Vetrichelvan; Veeranjaneyulu Lanke; Bellam Chandu; Arvind Mathur; Anuradha Gupta

doi:10.1055/a-2176-1585

SynOpen, Inhaltsverzeichnis

CC BY 4.0 · SynOpen 2023; 07(04): 496-500
DOI: 10.1055/a-2176-1585

paper

Cost-Effective and Scalable Synthesis of 4-Bromo-1,2-dimethyl-1H-imidazole: A Key Building Block for Bioactive Molecules

Muthalagu Vetrichelvan ∗

^aDepartment of Discovery Synthesis, Biocon Bristol Myers Squibb R&D Centre, Syngene International Ltd., Biocon Park, Plot No. 2 & 3, Jigani Link Road, Bommasandra IV, Bangalore 560 099, India

,

Veeranjaneyulu Lanke

^aDepartment of Discovery Synthesis, Biocon Bristol Myers Squibb R&D Centre, Syngene International Ltd., Biocon Park, Plot No. 2 & 3, Jigani Link Road, Bommasandra IV, Bangalore 560 099, India

,

Bellam Chandu

^aDepartment of Discovery Synthesis, Biocon Bristol Myers Squibb R&D Centre, Syngene International Ltd., Biocon Park, Plot No. 2 & 3, Jigani Link Road, Bommasandra IV, Bangalore 560 099, India

,

Arvind Mathur

^bSmall Molecule Drug Discovery, Bristol Myers Squibb Research and Early Development, P.O. Box 5400, Princeton, NJ 08543-4000, USA

,

Anuradha Gupta

^bSmall Molecule Drug Discovery, Bristol Myers Squibb Research and Early Development, P.O. Box 5400, Princeton, NJ 08543-4000, USA

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Abstract

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Abstract

A cost-effective, scalable, high-yielding, and commercially viable synthesis of 4-bromo-1,2-dimethyl-1H-imidazole (1), an important building block to construct various bioactive molecules has been established. The main feature of this method includes the selection of appropriate starting material 1,2-dimethyl-1H-imidazole in which the existing issue of regioisomer formation is circumvented and the selective debromination is accomplished by using isopropyl magnesium chloride.

Key words

bromination - debromination - imidazole derivative - cost-effective - scalable

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