6-(Difluoromethoxy)pyridin-3-amine

Name: 6-(Difluoromethoxy)pyridin-3-amine
Brand: ChemScene
Availability: InStock
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CAS No. 317810-73-4
Cat. No. CS-W022431
Purity≥97%
MDL No.MFCD11847318

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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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6-(Difluoromethoxy)pyridin-3-amine|CS-W022431

Structure of 317810-73-4

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General Information

CAS No. 317810-73-4
Cat. No. CS-W022431
Purity ≥97%
MDL No. MFCD11847318
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆F₂N₂O
Molecular Weight 160.12
Synonym(s) 3-Amino-6-(difluoromethoxy)pyridine
SMILES NC1=CC=C(OC(F)F)N=C1

Description

6-(Difluoromethoxy)pyridin-3-amine features a difluoromethoxy group at the 6-position and a primary amine at the 3-position of a pyridine ring, creating a polar, electron-deficient heteroaromatic scaffold. This configuration enhances solubility in organic solvents while maintaining stability under standard bench conditions. The molecule integrates readily into pharmaceutical intermediates, serving as a key building block for kinase inhibitors and other bioactive compounds where fluorinated ether linkages improve metabolic resistance and membrane permeability.

Application

6-(Difluoromethoxy)pyridin-3-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its difluoromethoxy group enhances metabolic stability and modulates lipophilicity, while the primary amine facilitates direct coupling reactions. The molecule exhibits excellent bench stability and compatibility with standard functional group transformations, making it ideal for parallel synthesis and scaffold diversification in API development workflows.

Synthesis

Route1
- 1192813-41-4
- ~98%
- In-stock
  
  317810-73-4
References
- Bristol-Myers Squibb Company Patent: US2009/270405 A1, 2009 ; Location in patent: Page/Page column 86 ;
Route2
- In-stock
  
  5418-51-9
- ~%
- In-stock
  
  317810-73-4
References
- Glenmark Pharmaceuticals S.A. Patent: US2012/108583 A1, 2012 ; US 20120108583 A1

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

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Computational Chemistry Data

TPSA 48.14
LogP 1.2652
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-(Difluoromethoxy)pyridin-3-amine

CAS No. 317810-73-4

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