(2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester

Name: (2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester
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CAS No. 209798-48-1
Cat. No. CS-W004468
Purity≥97%
MDL No.MFCD12026344

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(2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester|CS-W004468

Structure of 209798-48-1

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General Information

CAS No. 209798-48-1
Cat. No. CS-W004468
Purity ≥97%
MDL No. MFCD12026344
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃ClN₂O₂
Molecular Weight 228.68
Synonym(s) tert-Butyl 2-chloropyridin-3-ylcarbamate
SMILES O=C(Nc1cccnc1Cl)OC(C)(C)C

Description

This tert-butyl carbamate derivative features a chloropyridine moiety enabling direct incorporation into heterocyclic scaffolds. The protected amine group facilitates sequential functionalization under mild deprotection conditions, while the chlorine atom serves as a latent handle for palladium-catalyzed cross-coupling reactions.

Application

(2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester serves as a stable, bench-ready building block for the synthesis of pyridine-based pharmaceutical intermediates. Its ortho-chloro group enables subsequent palladium-catalyzed cross-coupling reactions, while the tert-butyl carbamate moiety provides excellent stability and mild deprotection conditions. The compound exhibits broad functional group tolerance and facilitates efficient access to complex heterocyclic scaffolds in medicinal chemistry workflows.

Synthesis

Route1
- In-stock
  
  6298-19-7
- In-stock
  
  24424-99-5
- ~89%
- In-stock
  
  209798-48-1
References
- Mineno, Tomoko; Kansui, Hisao; Yoshimitsu, Hitoshi Tetrahedron Letters, 2011 , vol. 52, # 24 p. 3131 - 3132
Route2
- 749265-07-4
- ~60%
- In-stock
  
  209798-48-1
References
- Liu, Yahua; Ding, Qiang; Wu, Xu Journal of Organic Chemistry, 2008 , vol. 73, # 15 p. 6025 - 6028

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 51.22
LogP 3.082
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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(2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester

CAS No. 209798-48-1

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