tert-Butyl (3-bromopyridin-4-yl)carbamate

Name: tert-Butyl (3-bromopyridin-4-yl)carbamate
Brand: ChemScene
Availability: InStock
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CAS No. 257937-08-9
Cat. No. CS-W006803
Purity≥96%
MDL No.MFCD01860257

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl (3-bromopyridin-4-yl)carbamate|CS-W006803

Structure of 257937-08-9

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General Information

CAS No. 257937-08-9
Cat. No. CS-W006803
Purity ≥96%
MDL No. MFCD01860257
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃BrN₂O₂
Molecular Weight 273.13
Synonym(s) (3-BROMO-PYRIDIN-4-YL)-CARBAMIC ACID TERT-BUTYL ESTER
SMILES O=C(OC(C)(C)C)NC1=C(Br)C=NC=C1

Description

tert-Butyl (3-bromopyridin-4-yl)carbamate features a brominated pyridine core with a stable tert-butyl carbamate protecting group, enabling selective functionalization in late-stage diversification. This bench-stable reagent integrates readily into cross-coupling and cyclization workflows, offering controlled access to nitrogen-containing heterocycles under standard conditions.

Application

tert-Butyl (3-bromopyridin-4-yl)carbamate serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine C3 position via palladium-catalyzed cross-coupling. The carbamate group provides excellent bench stability and facilitates purification, while the bromide enables reliable Suzuki, Stille, and Negishi transformations. Its compatibility with diverse reaction conditions makes it a practical scaffold for constructing biologically active heterocycles and API intermediates.

Synthesis

Route1
- In-stock
  
  13534-98-0
- In-stock
  
  24424-99-5
- ~70%
- In-stock
  
  257937-08-9
References
- Hudyma, Thomas W.; Zheng, Xiaofan; He, Feng; Ding, Min; Bergstrom, Carl P.; Hewawasam, Piyasena; Martin, Scott W.; Gentles, Robert G. Patent: US2006/46983 A1, 2006 ; Location in patent: Page/Page column 186 ;
Route2
- In-stock
  
  98400-69-2
- ~84%
- In-stock
  
  257937-08-9
References
- Spivey, Alan C.; Fekner, Tomasz; Spey, Sharon E.; Adams, Harry Journal of Organic Chemistry, 1999 , vol. 64, # 26 p. 9430 - 9443
Route3
- 504-24-5
- ~%
- In-stock
  
  257937-08-9
References
- Journal of Organic Chemistry, , vol. 64, # 26 p. 9430 - 9443

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

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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tert-Butyl (3-bromopyridin-4-yl)carbamate

CAS No. 257937-08-9

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