Lot numbers can be found on the outside label of a product:
tert-Butyl (6-methylpyridin-3-yl)carbamate
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CAS No. 323578-37-6
- Cat. No. CS-0061387
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 323578-37-6
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General Information
- CAS No. 323578-37-6
- Cat. No. CS-0061387
- Purity ≥98%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₆N₂O₂
- Molecular Weight 208.26
- Synonym(s) tert-butyl N-(6-methylpyridin-3-yl)carbamate
- SMILES CC1=NC=C(NC(OC(C)(C)C)=O)C=C1
Description
tert-Butyl (6-methylpyridin-3-yl)carbamate features a pyridine core functionalized with a methyl group at the 6-position and a carbamate protecting group at the 3-position. This bench-stable derivative enables direct incorporation of the 6-methylpyridin-3-amine moiety in synthetic sequences, streamlining access to bioactive heterocycles.
Application
tert-Butyl (6-methylpyridin-3-yl)carbamate serves as a versatile pyridyl building block in medicinal chemistry, enabling efficient introduction of a 6-methylpyridin-3-yl moiety. The tert-butyl carbamate group provides excellent stability under basic conditions and facilitates straightforward deprotection to yield the corresponding amine. It reacts predictively with electrophiles and participates reliably in cross-coupling reactions, offering broad functional group tolerance and ease of purification—ideal for iterative synthesis of complex heterocyclic scaffolds.
Synthesis
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Route1
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80287-53-2 -
In-stock
24424-99-5 - ~65%
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In-stock
323578-37-6
References
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AMGEN INC.; D'AMICO, Derin C.; HERBERICH, Bradley J.; JACKSON, Claire L.M.; PETTUS, Liping H.; TASKER, Andrew; WANG, Hui-Ling; WU, Bin; WURZ, Ryan Patent: WO2012/148775 A1, 2012 ; Location in patent: Page/Page column 113; 114 ; WO 2012/148775 A1
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Route2
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In-stock
3222-47-7 -
75-65-0
- ~89%
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In-stock
323578-37-6
References
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DAIICHI PHARMACEUTICAL CO., LTD. Patent: EP1785418 A1, 2007 ; Location in patent: Page/Page column 29-30 ;
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References
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Qin, Lijin; Cui, Hongmeng; Zou, Dapeng; Li, Jingya; Wu, Yangjie; Zhu, Zhiwu; Wu, Yusheng Tetrahedron Letters, 2010 , vol. 51, # 33 p. 4445 - 4448
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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 51.22
- LogP 2.73702
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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