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Methyl 5-bromo-1H-indazole-7-carboxylate
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CAS No. 898747-24-5
- Cat. No. CS-W000671
- Purity≥95%
- MDL No.MFCD08458991
*For research and further manufacturing use only, not for direct human use.
Structure of 898747-24-5
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General Information
- CAS No. 898747-24-5
- Cat. No. CS-W000671
- Purity ≥95%
- MDL No. MFCD08458991
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₇BrN₂O₂
- Molecular Weight 255.07
- Synonym(s) ethyl 5-broMo-1H-indazole-7-carboxylate
- SMILES O=C(C1=CC(Br)=CC2=C1NN=C2)OC
Description
Methyl 5-bromo-1H-indazole-7-carboxylate features a brominated indazole core with a methyl ester at the C7 position, enabling direct functionalization in cross-coupling reactions. The electron-deficient heterocycle pairs well with palladium catalysts, while the ester group offers versatility in downstream derivatization. This bench-stable reagent facilitates rapid access to bioactive indazole scaffolds.
Application
Methyl 5-bromo-1H-indazole-7-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 subsequent transformations such as 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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695204-50-3 - ~%
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In-stock
898747-24-5
References
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WO2008/65508 A1, ; Page/Page column 29-30 ;
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Route2
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In-stock
22223-49-0 - ~%
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In-stock
898747-24-5
References
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Bioorganic and Medicinal Chemistry, , vol. 22, # 3 p. 1156 - 1162
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Route3
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In-stock
206548-14-3 - ~%
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In-stock
898747-24-5
References
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Bioorganic and Medicinal Chemistry, , vol. 22, # 3 p. 1156 - 1162
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS06
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Signal Word : Danger
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UN#: 2811
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Class : 6.1
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Packing Group : Ⅲ
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Hazard Statements : H301-H315-H319-H335
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Precautionary Statements : P264-P270-P330-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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