2-Chloro-5-fluorobenzoxazole

Name: 2-Chloro-5-fluorobenzoxazole
Brand: ChemScene
Availability: InStock
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CAS No. 135533-78-7
Cat. No. CS-0042254
Purity≥95%
MDL No.MFCD11890748

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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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Structure of 135533-78-7

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General Information

CAS No. 135533-78-7
Cat. No. CS-0042254
Purity ≥95%
MDL No. MFCD11890748
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃ClFNO
Molecular Weight 171.56
Synonym(s) 2-Chloro-5-fluoro-1,3-benzoxazole
SMILES FC1=CC=C(OC(Cl)=N2)C2=C1

Description

2-Chloro-5-fluorobenzoxazole is a heterocyclic scaffold featuring complementary halogen substituents that enable selective cross-coupling reactions. This electron-deficient oxazole integrates readily into bioactive molecules, offering enhanced metabolic stability and controlled reactivity under standard conditions.

Application

2-Chloro-5-fluorobenzoxazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable, electron-deficient aromatic core. The chloro and fluoro substituents offer orthogonal reactivity for sequential functionalization, while the benzoxazole scaffold provides metabolic stability and favorable pharmacokinetic properties. Its bench-stable nature and ease of purification make it well-suited for iterative synthesis campaigns in API development.

Synthesis

Route1
- In-stock
  
  13451-78-0
- ~81%
- In-stock
  
  135533-78-7
References
- GALLEON PHARMACEUTICALS, INC. Patent: WO2009/151744 A1, 2009 ; Location in patent: Page/Page column 118 ;
Route2
- In-stock
  
  144-55-8
- In-stock
  
  13451-78-0
- ~%
- In-stock
  
  135533-78-7
References
- PHARMACIA and UPJOHN COMPANY Patent: EP883611 B1, 2002 ;
Route3
- In-stock
  
  399-97-3
- ~%
- In-stock
  
  135533-78-7
References
- Lazer, Edward S.; Miao, Clara K.; Wong, Hin-Chor; Sorcek, Ronald; Spero, Denice M.; et al. Journal of Medicinal Chemistry, 1994 , vol. 37, # 7 p. 913 - 923

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 26.03
LogP 2.6203
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Benzooxazole compounds

Key Words

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2-Chloro-5-fluorobenzoxazole

CAS No. 135533-78-7

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