Lot numbers can be found on the outside label of a product:
Methyl 6-bromo-1H-indazole-3-carboxylate
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CAS No. 885278-42-2
- Cat. No. CS-0041395
- Purity≥97%
- MDL No.MFCD07371573
*For research and further manufacturing use only, not for direct human use.
Structure of 885278-42-2
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General Information
- CAS No. 885278-42-2
- Cat. No. CS-0041395
- Purity ≥97%
- MDL No. MFCD07371573
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₇BrN₂O₂
- Molecular Weight 255.07
- Synonym(s) 6-Bromo-3-(methoxycarbonyl)-1H-indazole
- SMILES O=C(C1=NNC2=C1C=CC(Br)=C2)OC
Description
Methyl 6-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 heterocyclic synthesis. The electron-deficient aromatic system facilitates palladium-catalyzed reactions, while the bench-stable ester group permits straightforward derivatization under standard conditions.
Application
Methyl 6-bromo-1H-indazole-3-carboxylate serves as a versatile building block for the synthesis of indazole-based pharmaceuticals and agrochemicals. The bromine at the 6-position enables efficient palladium-catalyzed cross-coupling reactions, while the ester group facilitates further functionalization. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for iterative synthetic workflows in medicinal chemistry and process development.
Synthesis
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Route1
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67-56-1 -
In-stock
660823-36-9 - ~78%
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In-stock
885278-42-2
References
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F. HOFFMANN-LA ROCHE AG; BURCH, Jason; GOLDSMITH, Richard, A.; ORTWINE, Daniel, Fred; PASTOR, Richard; PEI, Zhonghua Patent: WO2013/24011 A1, 2013 ; Location in patent: Page/Page column 51 ;
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Route2
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In-stock
660823-36-9
- ~%
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In-stock
885278-42-2
References
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US2012/214762 A1, ; Page/Page column 142 ;
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Route3
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In-stock
6326-79-0 - ~%
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In-stock
885278-42-2
References
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WO2007/140174 A2, ; Page/Page column 43 ;
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Safety Information
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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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