1-(5-Fluoropyrimidin-2-yl)ethanone

Name: 1-(5-Fluoropyrimidin-2-yl)ethanone
Brand: ChemScene
Availability: InStock
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CAS No. 905587-44-2
Cat. No. CS-0054640
Purity≥97%
MDL No.MFCD18205684

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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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1-(5-Fluoropyrimidin-2-yl)ethanone|CS-0054640

Structure of 905587-44-2

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General Information

CAS No. 905587-44-2
Cat. No. CS-0054640
Purity ≥97%
MDL No. MFCD18205684
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅FN₂O
Molecular Weight 140.12
Synonym(s) None
SMILES CC(C1=NC=C(F)C=N1)=O

Description

1-(5-Fluoropyrimidin-2-yl)ethanone features a fluorinated pyrimidine core paired with a ketone-functionalized ethyl side chain, enabling direct incorporation into heterocyclic scaffolds. This bench-stable reagent facilitates efficient access to bioactive molecules in medicinal chemistry through electrophilic coupling and C–H functionalization pathways.

Application

1-(5-Fluoropyrimidin-2-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling the construction of fluorinated pyrimidine scaffolds prevalent in antiviral and anticancer agents. The ketone functionality facilitates nucleophilic addition, enolate formation, and coupling reactions, while the 5-fluoropyrimidine moiety offers enhanced metabolic stability and targeted biological activity. Its bench-stable nature and compatibility with standard synthetic protocols make it ideal for modular synthesis and process development.

Synthesis

Route1
- 75-16-1
- In-stock
  
  38275-55-7
- ~60%
- In-stock
  
  905587-44-2
References
- Ioannidis, Stephanos; Lamb, Michelle L.; Wang, Tao; Almeida, Lynsie; Block, Michael H.; Davies, Audrey M.; Peng, Bo; Su, Mei; Zhang, Hai-Jun; Hoffmann, Ethan; Rivard, Caroline; Green, Isabelle; Howard, Tina; Pollard, Hannah; Read, Jon; Alimzhanov, Marat; Bebernitz, Geraldine; Bell, Kirsten; Ye, Minwei; Huszar, Dennis; Zinda, Michael Journal of Medicinal Chemistry, 2011 , vol. 54, # 1 p. 262 - 276
Route2
- 676-58-4
- In-stock
  
  38275-55-7
- ~80%
- In-stock
  
  905587-44-2
References
- Frodsham, Lianne; Golden, Michael; Hard, Susan; Kenworthy, Martin N.; Klauber, David J.; Leslie, Kevin; Macleod, Claire; Meadows, Rebecca E.; Mulholland, Keith R.; Reilly, Julie; Squire, Christopher; Tomasi, Simone; Watt, Denise; Wells, Andrew S. Organic Process Research and Development, 2013 , vol. 17, # 9 p. 1123 - 1130

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 42.85
LogP 0.8183
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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1-(5-Fluoropyrimidin-2-yl)ethanone

CAS No. 905587-44-2

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