tert-Butyl 6-aminopyridin-2-ylcarbamate

Name: tert-Butyl 6-aminopyridin-2-ylcarbamate
Brand: ChemScene
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CAS No. 322690-31-3
Cat. No. CS-M0737
Purity≥95%
MDL No.MFCD09037865

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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tert-Butyl 6-aminopyridin-2-ylcarbamate|CS-M0737

Structure of 322690-31-3

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General Information

CAS No. 322690-31-3
Cat. No. CS-M0737
Purity ≥95%
MDL No. MFCD09037865
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₅N₃O₂
Molecular Weight None
Synonym(s) tert-butyl N-(6-amino-2-pyridyl)carbamate
SMILES O=C(OC(C)(C)C)NC1=NC(N)=CC=C1

Description

tert-Butyl 6-aminopyridin-2-ylcarbamate features a pyridine scaffold bearing both an amino group and a protected carbamate, enabling direct incorporation into medicinal chemistry scaffolds. This bench-stable reagent facilitates efficient coupling reactions under standard conditions, offering a reliable route to functionalized heterocycles in drug discovery pipelines.

Application

tert-Butyl 6-aminopyridin-2-ylcarbamate serves as a versatile pyridine-based building block for medicinal chemistry, enabling direct functionalization at the 6-amino and 2-carbamate positions. The tert-butyl carbamate group provides excellent bench stability and facilitates convenient deprotection under mild acidic conditions. It functions effectively in coupling reactions, transition metal-catalyzed transformations, and heterocycle elaboration, offering reliable access to substituted pyridine scaffolds relevant to API development.

Synthesis

Route1
- In-stock
  
  141-86-6
- In-stock
  
  24424-99-5
- ~62%
- In-stock
  
  322690-31-3
References
- Caldwell, Stuart T.; Cooke, Graeme; Hewage, Shanika G.; Mabruk, Suhil; Rabani, Gouher; Rotello, Vincent; Smith, Brian O.; Subramani, Chandramouleeswaran; Woisel, Patrice Chemical Communications, 2008 , # 35 p. 4126 - 4128

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 77.24
LogP 2.0108
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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tert-Butyl 6-aminopyridin-2-ylcarbamate

CAS No. 322690-31-3

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