Lot numbers can be found on the outside label of a product:
Methyl 5-bromo-1H-indazole-3-carboxylate
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CAS No. 78155-74-5
- Cat. No. CS-W008961
- Purity≥96%
- MDL No.MFCD07371572
*For research and further manufacturing use only, not for direct human use.
Structure of 78155-74-5
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General Information
- CAS No. 78155-74-5
- Cat. No. CS-W008961
- Purity ≥96%
- MDL No. MFCD07371572
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₇BrN₂O₂
- Molecular Weight 255.07
- Synonym(s) None
- SMILES O=C(OC)C1=NNC(C=C2)=C1C=C2Br
Description
Methyl 5-bromo-1H-indazole-3-carboxylate features a brominated indazole core with a methyl ester at the 3-position, enabling direct functionalization in cross-coupling and derivatization workflows. The electron-deficient heterocycle supports palladium-catalyzed transformations, while the bench-stable ester group simplifies handling and purification under standard conditions.
Application
Methyl 5-bromo-1H-indazole-3-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 standard reaction conditions make it well-suited for iterative synthetic sequences in medicinal chemistry and process development.
Synthesis
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Route1
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In-stock
1077-94-7 -
67-56-1 - ~95%
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In-stock
78155-74-5
References
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SAMUMED, LLC; HOOD, John; KC, Sunil Kumar Patent: WO2013/40215 A1, 2013 ; Location in patent: Paragraph 00340 ;
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Route2
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In-stock
43120-28-1 - ~63%
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In-stock
78155-74-5
References
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Crestey, Francois; Collot, Valerie; Stiebing, Silvia; Lohier, Jean-Francois; Santos, Jana Sopkova-de Oliveira; Rault, Sylvain Tetrahedron Letters, 2007 , vol. 48, # 14 p. 2457 - 2460
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Route3
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67-56-1
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201230-82-2
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In-stock
459133-66-5 - ~70%
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In-stock
78155-74-5
References
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Buchstaller, Hans-Peter; Wilkinson, Kai; Burek, Kasimir; Nisar, Yasmin Synthesis, 2011 , # 19 art. no. T48411SS, p. 3089 - 3098
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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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