Lot numbers can be found on the outside label of a product:
Methyl 4-bromo-1H-indazole-6-carboxylate
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CAS No. 885518-47-8
- Cat. No. CS-0041396
- Purity≥97%
- MDL No.MFCD07368212
*For research and further manufacturing use only, not for direct human use.
Structure of 885518-47-8
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General Information
- CAS No. 885518-47-8
- Cat. No. CS-0041396
- Purity ≥97%
- MDL No. MFCD07368212
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₇BrN₂O₂
- Molecular Weight 255.07
- Synonym(s) Methyl 4-broMo-6-(1H)-indazole carboxylate
- SMILES COC(=O)C1=CC(Br)=C2C=NNC2=C1
Description
Methyl 4-bromo-1H-indazole-6-carboxylate features a brominated indazole core with a methyl ester at the C6 position, enabling direct functionalization in cross-coupling and derivatization workflows. The electron-deficient aryl bromide facilitates palladium-catalyzed reactions, while the ester group provides a handle for further transformations. This bench-stable compound serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors and bioactive heterocycles.
Application
Methyl 4-bromo-1H-indazole-6-carboxylate serves as a versatile building block for the synthesis of indazole-based pharmaceuticals and agrochemicals. The bromo group enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports further derivatization via hydrolysis or reduction. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthetic strategies in medicinal chemistry and process development.
Synthesis
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Route1
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In-stock
223519-08-2 - ~61%
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In-stock
885518-47-8
References
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ZHEJIANG BETA PHARMA INC.; KANG, Xinshan; FINE, Richard M.; KLEBANSKY, Borris; LONG, Wei; MA, Cunbo; LI, Haijun; WANG, Yanping; HU, Yunyan; WANG, Yinxiang Patent: WO2011/38579 A1, 2011 ; Location in patent: Page/Page column 36 ; WO 2011/038579 A1
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Route2
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In-stock
223519-11-7 - ~74%
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In-stock
885518-47-8
References
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Brzozowski, Martin; O'Brien, Nathan J.; Wilson, David J.D.; Abbott, Belinda M. Tetrahedron, 2014 , vol. 70, # 2 p. 318 - 326
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Route3
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In-stock
96-98-0 - ~%
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In-stock
885518-47-8
References
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WO2011/38579 A1, ; WO 2011/038579 A1
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 54.98
- LogP 2.112
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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