2-Chloro-3-fluoropyridin-4-amine

Name: 2-Chloro-3-fluoropyridin-4-amine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1227577-03-8
Cat. No. CS-W021639
Purity≥98%
MDL No.MFCD16606117

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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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2-Chloro-3-fluoropyridin-4-amine|CS-W021639

Structure of 1227577-03-8

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General Information

CAS No. 1227577-03-8
Cat. No. CS-W021639
Purity ≥98%
MDL No. MFCD16606117
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄ClFN₂
Molecular Weight 146.55
Synonym(s) 4-Amino-2-chloro-3-fluoro pyridine
SMILES NC1=C(C(Cl)=NC=C1)F

Description

2-Chloro-3-fluoropyridin-4-amine features a strategically positioned chloro and fluoro substitution on the pyridine ring, enabling selective functionalization in medicinal chemistry. This electron-deficient heterocycle integrates readily into kinase inhibitors and bioactive scaffolds, offering enhanced metabolic stability and tunable solubility under standard conditions.

Application

2-Chloro-3-fluoropyridin-4-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The amine group facilitates direct functionalization or incorporation into heterocyclic scaffolds, while the fluorine and chlorine substituents provide favorable electronic tuning and metabolic stability. Bench-stable and compatible with standard purification methods, it is well-suited for iterative synthesis of bioactive molecules.

Synthesis

Route1
- In-stock
  
  1354223-71-4
- ~95%
- In-stock
  
  1227577-03-8
References
- F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong Patent: WO2012/35039 A1, 2012 ; Location in patent: Page/Page column 97 ; WO 2012/035039 A1
Route2
- In-stock
  
  628691-93-0
- ~%
- In-stock
  
  1227577-03-8
References
- F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong Patent: WO2012/35039 A1, 2012 ; WO 2012/035039 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

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Computational Chemistry Data

TPSA 38.91
LogP 1.4563
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Chloro-3-fluoropyridin-4-amine

CAS No. 1227577-03-8

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