Lot numbers can be found on the outside label of a product:
N,N-DIMETHYL-2-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL)ETHANAMINE
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CAS No. 877149-80-9
- Cat. No. CS-W000571
- Purity≥97%
- MDL No.MFCD16660235
*For research and further manufacturing use only, not for direct human use.
Structure of 877149-80-9
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General Information
- CAS No. 877149-80-9
- Cat. No. CS-W000571
- Purity ≥97%
- MDL No. MFCD16660235
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₂₄BN₃O₂
- Molecular Weight 265.16
- Synonym(s) N,N-DiMethyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-ethanaMine
- SMILES CN(C)CCn1cc(cn1)B1OC(C)(C)C(C)(C)O1
Description
This dimethyl-substituted pyrazole boronate integrates a stable boronate handle with a polar amine group, enabling efficient coupling in Suzuki-Miyaura reactions. The tetramethyl-1,3,2-dioxaborolane moiety enhances shelf stability and reactivity under standard conditions.
Application
N,N-Dimethyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethanamine serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core provides structural rigidity and moderate electron-withdrawing character, while the dimethylaminoethyl tether enhances solubility and functional group tolerance. Bench-stable and compatible with standard reaction conditions, it facilitates efficient C–C bond formation in the synthesis of complex heterocyclic scaffolds and pharmaceutical intermediates.
Synthesis
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Route1
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In-stock
269410-08-4 -
4584-46-7 - ~97%
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In-stock
877149-80-9
References
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GLAXOSMITHKLINE LLC; DEMONT, Emmanuel, Hubert; GARTON, Neil, Stuart; GOSMINI, Romain, Luc, Marie; HAYHOW, Thomas, George, Christopher; SEAL, Jonathan; WILSON, David, Matthew; WOODROW, Michael, David Patent: WO2011/54841 A1, 2011 ; Location in patent: Page/Page column 105 ;
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Route2
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877149-79-6 -
124-40-3
- ~75%
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In-stock
877149-80-9
References
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ASTRAZENECA AB; NPS PHARMACEUTICALS, INC. Patent: WO2006/20879 A1, 2006 ; Location in patent: Page/Page column 111 ; WO 2006/020879 A1
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Route3
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In-stock
269410-08-4
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107-99-3
- ~%
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In-stock
877149-80-9
References
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Dinsmore, Christopher J.; Gabarda Ortega, Ana Esther; Guerin, David J.; Jewell, James P.; Katz, Jason D.; Lim, Jongwon; Machacek, Michelle R.; Otte, Ryan D.; Young, Jonathan R. Patent: US2006/293358 A1, 2006 ; Location in patent: Page/Page column 48 ; US 20060293358 A1
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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 39.52
- LogP 0.7439
- H_Acceptors 5
- H_Donors 0
- Rotatable_Bonds 4
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Key Words
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