Lot numbers can be found on the outside label of a product:
6-(tert-Butyl)nicotinaldehyde
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CAS No. 391900-69-9
- Cat. No. CS-0171692
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 391900-69-9
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General Information
- CAS No. 391900-69-9
- Cat. No. CS-0171692
- Purity ≥98%
- MDL No. None
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₃NO
- Molecular Weight 163.22
- Synonym(s) 6-tert-Butyl-3-formylpyridine
- SMILES CC(C)(C)C1=NC=C(C=C1)C=O
Description
6-(tert-Butyl)nicotinaldehyde features a sterically hindered tert-butyl group at the pyridine ring's 6-position, enhancing stability and reducing unwanted side reactions. This electron-deficient aldehyde integrates readily into synthetic sequences requiring selective functionalization, offering improved handling under standard conditions.
Application
6-(tert-Butyl)nicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine C6 position. Its aldehyde functionality facilitates reductive amination, Wittig reactions, and condensation with hydrazines or hydroxylamines. The tert-butyl group provides steric bulk and metabolic stability, enhancing pharmacokinetic properties. The compound exhibits excellent bench stability and ease of purification, making it suitable for scale-up and multi-step synthesis workflows.
Synthesis
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References
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RESPIRATORIUS AB Patent: US2012/40942 A1, 2012 ; Location in patent: Page/Page column 52 ;
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Route2
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In-stock
56029-45-9 - ~%
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In-stock
391900-69-9
References
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Taisho Pharmaceutical Co., Ltd.; BUSUJIMA, Tsuyoshi; OI, Takahiro; TANAKA, Hiroaki; SHIRASAKI, Yoshihisa; IWAKIRI, Kanako; SATO, Nagaaki; TOKITA, Shigeru Patent: EP2687507 A1, 2014 ; Location in patent: Paragraph 0266 ;
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Route3
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100-54-9 - ~%
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In-stock
391900-69-9
References
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Taisho Pharmaceutical Co., Ltd.; BUSUJIMA, Tsuyoshi; OI, Takahiro; TANAKA, Hiroaki; SHIRASAKI, Yoshihisa; IWAKIRI, Kanako; SATO, Nagaaki; TOKITA, Shigeru Patent: EP2687507 A1, 2014 ;
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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 29.96
- LogP 2.1916
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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