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tert-Butyl (2,6-dichloropyridin-4-yl)carbamate
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CAS No. 501907-61-5
- Cat. No. CS-0135129
- Purity≥97%
- MDL No.MFCD03070211
*For research and further manufacturing use only, not for direct human use.
Structure of 501907-61-5
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General Information
- CAS No. 501907-61-5
- Cat. No. CS-0135129
- Purity ≥97%
- MDL No. MFCD03070211
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₂Cl₂N₂O₂
- Molecular Weight 263.12
- Synonym(s) tert-Butyl (2,6-dichloropyridin-4-yl)
- SMILES O=C(OC(C)(C)C)NC1=CC(Cl)=NC(Cl)=C1
Description
tert-Butyl (2,6-dichloropyridin-4-yl)carbamate features a pyridine core functionalized with chlorine atoms at the 2 and 6 positions, providing enhanced stability and electronic modulation. The tert-butyloxycarbonyl group enables efficient protection of amine intermediates during synthetic sequences. This derivative serves as a key building block in medicinal chemistry, particularly for constructing nitrogen-containing heterocycles under standard bench conditions.
Application
tert-Butyl (2,6-dichloropyridin-4-yl)carbamate serves as a stable, bench-ready pyridine-based building block for medicinal chemistry and process development. The orthogonal protection of the amine enables selective deprotection under mild acidic conditions, facilitating downstream functionalization. Its 2,6-dichloro substitution pattern provides enhanced electrophilicity at C4, enabling efficient cross-coupling reactions with boronic acids and other nucleophiles. The tert-butyl carbamate group ensures high solubility and ease of purification, making it ideal for multi-step synthesis workflows requiring robust protection strategies.
Synthesis
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References
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Liu, Yahua; Ding, Qiang; Wu, Xu Journal of Organic Chemistry, 2008 , vol. 73, # 15 p. 6025 - 6028
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Route2
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In-stock
99-11-6 - ~%
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In-stock
501907-61-5
References
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ABBOTT LABORATORIES; VASUDEVAN, Anil; PENNING, Thomas, Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang Patent: WO2012/97479 A1, 2012 ; WO 2012/097479 A1 Title/Abstract Full Text Show Details ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang Patent: WO2012/97682 A1, 2012 ; Title/Abstract Full Text Show Details ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang Patent: WO2012/97683 A1, 2012 ;
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Route3
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In-stock
5398-44-7 -
75-65-0 - ~%
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In-stock
501907-61-5
References
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ABBOTT LABORATORIES; VASUDEVAN, Anil; PENNING, Thomas, Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang Patent: WO2012/97479 A1, 2012 ; Location in patent: Page/Page column 138 ; WO 2012/097479 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 51.22
- LogP 3.7354
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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