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tert-Butyl 4-bromopyridin-2-ylcarbamate

  • CAS No. 207799-10-8

  • Cat. No. CS-0030415
  • Purity≥96%
  • MDL No.MFCD09037866

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

tert-Butyl 4-bromopyridin-2-ylcarbamate|CS-0030415

Structure of 207799-10-8

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General Information

  • CAS No. 207799-10-8
  • Cat. No. CS-0030415
  • Purity ≥96%
  • MDL No. MFCD09037866
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃BrN₂O₂
  • Molecular Weight 273.13
  • Synonym(s) tert-Butyl (4-bromopyridin-2-yl)carbamate
  • SMILES O=C(OC(C)(C)C)NC1=NC=CC(Br)=C1

Description

tert-Butyl 4-bromopyridin-2-ylcarbamate features a brominated pyridine core with a robust tert-butyl carbamate protecting group, enabling stable incorporation of the pyridinyl moiety in synthetic sequences. This bench-stable reagent facilitates efficient coupling and functionalization under standard conditions.

Application

tert-Butyl 4-bromopyridin-2-ylcarbamate serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine C4 position via cross-coupling reactions. The carbamate group provides excellent stability under basic conditions and facilitates selective deprotection to yield the free amine. Its compatibility with palladium-catalyzed transformations and tolerance for diverse functional groups make it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1
    • null|null
      75-65-0
    • ~66%
    • In-stock
      tert-Butyl 4-bromopyridin-2-ylcarbamate|CS-0030415
      207799-10-8

    References

    • Bristol-Myers Squibb Company Patent: US2008/9465 A1, 2008 ; Location in patent: Page/Page column 44 ; US 20080009465 A1
  • Route2

    References

    • CURIS, INC. Patent: WO2008/57497 A2, 2008 ; Location in patent: Page/Page column 293 ;
  • Route3

    References

    • WO2014/418 A1, ; Page/Page column 30; 31 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   51.22
  • LogP   3.1911
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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