Lot numbers can be found on the outside label of a product:
2,4-Difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)benzenesulfonamide
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CAS No. 1083326-73-1
- Cat. No. CS-M0092
- Purity≥95%
- MDL No.MFCD12923393
*For research and further manufacturing use only, not for direct human use.
Structure of 1083326-73-1
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General Information
- CAS No. 1083326-73-1
- Cat. No. CS-M0092
- Purity ≥95%
- MDL No. MFCD12923393
- Storage -20°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₈H₂₁BF₂N₂O₅S
- Molecular Weight 426.24
- Synonym(s) 3-(2,4-Difluorophenylsulfonylamino)-2-methoxypyridine-5-boronic acid pinacol ester
- SMILES O=S(C(C(F)=C1)=CC=C1F)(NC2=C(OC)N=CC(B(OC(C)3C)OC3(C)C)=C2)=O
Description
2,4-Difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)benzenesulfonamide features a boronate ester handle enabling robust Suzuki-Miyaura coupling. The electron-deficient aryl sulfonamide integrates efficiently into complex molecular architectures under mild conditions. This bench-stable reagent pairs well with diverse partners in late-stage functionalization workflows.
Application
2,4-Difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)benzenesulfonamide serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyridyl-borane moiety enables efficient C–C bond formation under mild conditions, while the sulfonamide and difluoro substituents provide orthogonal functionalization handles. Bench-stable and compatible with diverse reaction conditions, it facilitates rapid access to complex heterocyclic scaffolds in medicinal chemistry and materials synthesis.
Synthesis
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Route1
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1086063-46-8 -
In-stock
73183-34-3 - ~87%
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In-stock
1083326-73-1
References
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Leivers, Anna L.; Tallant, Matthew; Shotwell, J. Brad; Dickerson, Scott; Leivers, Martin R.; McDonald, Octerloney B.; Gobel, Jeff; Creech, Katrina L.; Strum, Susan L.; Mathis, Amanda; Rogers, Sabrinia; Moore, Chris B.; Botyanszki, Janos Journal of Medicinal Chemistry, 2014 , vol. 57, # 5 p. 2091 - 2106
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References
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Su, Weiguo; Zhang, Weihan; Yang, Haibin Patent: US2013/190307 A1, 2013 ; Location in patent: Paragraph 0158; 0161 ;
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Route3
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In-stock
884495-39-0 - ~%
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In-stock
1083326-73-1
References
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CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; KURZ, Guido; RICO FERREIRA, Maria del Rosario; SOILAN RODRIGUEZ, David; ORTEGA SORET, Miguel Angel; MARTINEZ GONZALEZ, Sonia Patent: WO2011/121317 A1, 2011 ; WO 2011/121317 A1
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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-P280-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 86.75
- LogP 2.4684
- H_Acceptors 6
- H_Donors 1
- Rotatable_Bonds 5
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Key Words
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