Lot numbers can be found on the outside label of a product:
5-Bromo-7-methyl-1H-indazole
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CAS No. 156454-43-2
- Cat. No. CS-M0324
- Purity≥98%
- MDL No.MFCD03990484
*For research and further manufacturing use only, not for direct human use.
Structure of 156454-43-2
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General Information
- CAS No. 156454-43-2
- Cat. No. CS-M0324
- Purity ≥98%
- MDL No. MFCD03990484
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇BrN₂
- Molecular Weight 211.06
- Synonym(s) None
- SMILES BrC1=CC(C)=C(NN=C2)C2=C1
Description
5-Bromo-7-methyl-1H-indazole is a heterocyclic scaffold featuring a bromine substituent at the 5-position and a methyl group at the 7-position, offering distinct electronic and steric properties. This configuration enables selective functionalization in transition metal-catalyzed coupling reactions. The compound exhibits enhanced stability under standard bench conditions and demonstrates favorable solubility in common organic solvents, facilitating integration into synthetic workflows for pharmaceutical intermediates and bioactive molecule development.
Application
5-Bromo-7-methyl-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality. The methyl group at the 7-position enhances electron density at the indazole core, improving reactivity in C–H functionalization and Suzuki-Miyaura coupling. Its bench-stable solid form facilitates handling and purification, making it ideal for constructing complex heterocyclic scaffolds in API development.
Synthesis
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Route1
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943145-68-4 - ~87%
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In-stock
156454-43-2
References
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Degnan, Andrew P.; Han, Xiaojun; Dubowchik, Gene M.; Macor, John E.; Mercer, Stephen E. Patent: US2005/215576 A1, 2005 ; Location in patent: Page/Page column 23-24 ; US 20050215576 A1
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Route2
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In-stock
24596-19-8 - ~83%
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In-stock
156454-43-2
References
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Cann, Reginald O.; Chen, Chung-Pin H.; Gao, Qi; Hanson, Ronald L.; Hsieh, Daniel; Li, Jun; Lin, Dong; Parsons, Rodney L.; Pendri, Yadagiri; Nielsen, R. Brent; Nugent, William A.; Parker, William L.; Quinlan, Sandra; Reising, Nathan P.; Remy, Brenda; Sausker, Justin; Wang, Xuebao Organic Process Research and Development, 2012 , vol. 16, # 12 p. 1953 - 1966
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Route3
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1424621-40-8
- ~86%
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In-stock
156454-43-2
References
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Han, Xiaojun; Civiello, Rita L.; Conway, Charles M.; Cook, Deborah A.; Davis, Carl D.; Degnan, Andrew P.; Jiang, Xiang-Jun; MacCi, Robert; Mathias, Neil R.; Moench, Paul; Pin, Sokhom S.; Schartman, Richard; Signor, Laura J.; Thalody, George; Tora, George; Whiterock, Valerie; Xu, Cen; MacOr, John E.; Dubowchik, Gene M. Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 6 p. 1870 - 1873
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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
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Precautionary Statements : P264-P270-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 28.68
- LogP 2.63382
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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