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tert-Butyl ((6-bromopyridin-3-yl)methyl)carbamate

  • CAS No. 864266-29-5

  • Cat. No. CS-0059180
  • Purity≥98%
  • MDL No.None

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

tert-Butyl ((6-bromopyridin-3-yl)methyl)carbamate|CS-0059180

Structure of 864266-29-5

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General Information

  • CAS No. 864266-29-5
  • Cat. No. CS-0059180
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅BrN₂O₂
  • Molecular Weight 287.15
  • Synonym(s) tert-butyl N-[(6-bromopyridin-3-yl)methyl]carbamate
  • SMILES O=C(OC(C)(C)C)NCC1=CC=C(Br)N=C1

Description

tert-Butyl ((6-bromopyridin-3-yl)methyl)carbamate features a brominated pyridine scaffold with a stable, moisture-tolerant carbamate protecting group. This bench-stable reagent integrates readily into cross-coupling workflows, enabling efficient access to functionalized heterocycles through Pd-catalyzed transformations. The para-brominated site facilitates selective derivatization in complex molecular architectures.

Application

tert-Butyl ((6-bromopyridin-3-yl)methyl)carbamate serves as a versatile building block in medicinal chemistry, enabling the efficient construction of pyridine-based scaffolds. The bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the tert-butyl carbamate group provides stable nitrogen protection under standard reaction conditions. This compound exhibits excellent bench stability and simplifies purification due to its low polarity and resistance to hydrolysis, making it ideal for multi-step synthesis workflows requiring orthogonal functional group handling.

Safety Information

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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   2.8688
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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