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tert-Butyl (6-chloropyridin-2-yl)carbamate

  • CAS No. 159603-71-1

  • Cat. No. CS-0041882
  • Purity≥98%
  • MDL No.MFCD09030821

*For research and further manufacturing use only, not for direct human use.

tert-Butyl (6-chloropyridin-2-yl)carbamate|CS-0041882

Structure of 159603-71-1

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General Information

  • CAS No. 159603-71-1
  • Cat. No. CS-0041882
  • Purity ≥98%
  • MDL No. MFCD09030821
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃ClN₂O₂
  • Molecular Weight 228.68
  • Synonym(s) tert-Butyl N-(6-chloropyridin-2-yl)carbamate
  • SMILES CC(C)(C)OC(=O)NC1=NC(Cl)=CC=C1

Description

tert-Butyl (6-chloropyridin-2-yl)carbamate features a bench-stable, moisture-tolerant carbamate protecting group that selectively masks the pyridine nitrogen. This derivative integrates seamlessly into iterative synthetic sequences, where its steric bulk prevents undesired side reactions while enabling efficient deprotection under mild acidic conditions.

Application

tert-Butyl (6-chloropyridin-2-yl)carbamate serves as a stable, bench-ready building block for the synthesis of pyridine-based pharmaceutical intermediates. The chloro group enables subsequent cross-coupling reactions, while the tert-butoxycarbonyl (Boc) moiety provides orthogonal protection for nitrogen. This compound facilitates efficient functionalization in late-stage diversification and is compatible with standard coupling conditions, purification workflows, and scale-up processes.

Synthesis

  • Route1

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH Patent: US2012/149698 A1, 2012 ; Location in patent: Page/Page column 26 ;
  • Route2

    References

    • BAYER SCHERING PHARMA AKTIENGESELLSCHAFT Patent: US2011/53929 A1, 2011 ; Location in patent: Page/Page column 19 ; US 20110053929 A1
  • Route3
    • In-stock
      2-Amino-6-chloropyridine|CS-W002551
      45644-21-1
    • null|null
      75-44-5
    • null|null
      75-65-0
    • ~%
    • In-stock
      tert-Butyl (6-chloropyridin-2-yl)carbamate|CS-0041882
      159603-71-1

    References

    • US2013/5981 A1, ; Page/Page column 9 ;

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-H315-H319-H335
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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Computational Chemistry Data

  • TPSA   51.22
  • LogP   3.082
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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