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CS-W001157 4
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Tert-butyl ((6-bromopyridin-2-yl)methyl)carbamate

  • CAS No. 887580-31-6

  • Cat. No. CS-0159869
  • Molecule weight287.15
  • Purity≥98%
  • MDL No.MFCD07367931

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

Tert-butyl ((6-bromopyridin-2-yl)methyl)carbamate|CS-0159869

Structure of 887580-31-6

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General Information

  • CAS No. 887580-31-6
  • Cat. No. CS-0159869
  • Purity ≥98%
  • MDL No. MFCD07367931
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅BrN₂O₂
  • Molecular Weight 287.15
  • Synonym(s) tert-butyl N-[(6-bromopyridin-2-yl)methyl]carbamate
  • SMILES O=C(OC(C)(C)C)NCC1=NC(Br)=CC=C1

Description

Tert-butyl ((6-bromopyridin-2-yl)methyl)carbamate is a bench-stable, moisture-tolerant building block featuring a brominated pyridine core and a protected amine. This compound integrates readily into cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive heterocycles, particularly in medicinal chemistry and agrochemical development.

Application

Tert-butyl ((6-bromopyridin-2-yl)methyl)carbamate serves as a versatile building block in medicinal chemistry, enabling the installation of a brominated pyridylmethyl amine motif under mild conditions. The tert-butyl carbamate group provides excellent stability and orthogonality, facilitating selective deprotection during late-stage functionalization. Its bromine substituent supports palladium-catalyzed cross-coupling reactions, including Suzuki and Buchwald–Hartwig transformations, making it ideal for constructing complex heterocyclic scaffolds and API intermediates with high efficiency and predictable regiochemistry.

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-P330-P362+P364-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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