Lot numbers can be found on the outside label of a product:
1-[3,6-Dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1(2H)-pyridinyl]ethanone
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CAS No. 1227068-67-8
- Cat. No. CS-W019712
- Purity≥97%
- MDL No.MFCD18427628
*For research and further manufacturing use only, not for direct human use.
![1-[3,6-Dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1(2H)-pyridinyl]ethanone|CS-W019712](https://file.chemscene.com/productPIC/CS-W019712.gif)
Structure of 1227068-67-8
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General Information
- CAS No. 1227068-67-8
- Cat. No. CS-W019712
- Purity ≥97%
- MDL No. MFCD18427628
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₂₂BNO₃
- Molecular Weight 251.13
- Synonym(s) 1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2H)-yl]ethanone; 1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinyl]ethanone
- SMILES CC(N1CC=C(B2OC(C)(C)C(C)(C)O2)CC1)=O
Description
This pyridine-based boronate ester integrates a stable tetramethyl-1,3,2-dioxaborolane moiety with a ketone-functionalized side chain, enabling direct coupling in Suzuki-Miyaura reactions. The electron-deficient pyridine ring enhances reactivity, while the bench-stable boronate resists hydrolysis under standard conditions.
Application
1-[3,6-Dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1(2H)-pyridinyl]ethanone serves as a versatile boron-containing building block for Suzuki-Miyaura coupling reactions. The pyridine core enables integration into bioactive scaffolds, while the pinacol boronate group offers excellent stability, ease of handling, and compatibility with diverse functional groups. This reagent facilitates efficient C–C bond formation under mild conditions, making it well-suited for late-stage functionalization in medicinal chemistry and process development workflows.
Synthesis
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Route1
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1227177-83-4 -
In-stock
73183-34-3 - ~%
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In-stock
1227068-67-8
References
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AMGEN INC. Patent: US2010/160280 A1, 2010 ; Location in patent: Page/Page column 161 ;
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Route2
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In-stock
1121057-75-7 -
75-36-5 - ~%
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In-stock
1227068-67-8
References
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AMGEN INC.; ALLEN, Jennifer; HORNE, Daniel B.; HU, Essa; KALLER, Matthew R.; MONENSCHEIN, Holger; NGUYEN, Thomas T.; REICHELT, Andreas; RZASA, Robert M. Patent: WO2011/143495 A1, 2011 ; Location in patent: Page/Page column 86 ; WO 2011/143495 A1
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Route3
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In-stock
375853-82-0 - ~%
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In-stock
1227068-67-8
References
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AMGEN INC.; ALLEN, Jennifer; HORNE, Daniel B.; HU, Essa; KALLER, Matthew R.; MONENSCHEIN, Holger; NGUYEN, Thomas T.; REICHELT, Andreas; RZASA, Robert M. Patent: WO2011/143495 A1, 2011 ; WO 2011/143495 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 : H315-H319-H335
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Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 38.77
- LogP 1.7964
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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