5-Chloropyrimidin-2(1H)-one

Name: 5-Chloropyrimidin-2(1H)-one
Brand: ChemScene
Availability: InStock
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CAS No. 54326-16-8
Cat. No. CS-W022366
Purity≥97%
MDL No.MFCD00129723

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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 54326-16-8

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General Information

CAS No. 54326-16-8
Cat. No. CS-W022366
Purity ≥97%
MDL No. MFCD00129723
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₃ClN₂O
Molecular Weight 130.53
Synonym(s) 5-Chloro-2-hydroxy-pyrimidine
SMILES O=C1NC=C(C=N1)Cl

Description

5-Chloropyrimidin-2(1H)-one is a bench-stable heterocyclic building block featuring a chlorine substituent at the 5-position and a lactam carbonyl at the 2-position. This electron-deficient scaffold integrates readily into medicinal chemistry campaigns, enabling direct coupling in cross-coupling reactions or nucleophilic substitution pathways. The molecule's solubility profile supports efficient handling under standard conditions.

Application

5-Chloropyrimidin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. Its chlorine substituent at the 5-position facilitates nucleophilic substitution reactions, allowing straightforward functionalization under mild conditions. The compound exhibits good bench stability and compatibility with diverse reaction conditions, making it valuable for synthesizing heterocyclic intermediates, kinase inhibitors, and other bioactive molecules through standard coupling protocols.

Synthesis

Route1
- 119451-81-9
- ~74%
- In-stock
  
  54326-16-8
References
- Benneche, Tore; Gundersen, Lise-Lotte; Undheim, Kjell Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry, 1988 , vol. 42, # 6 p. 384 - 389

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 45.75
LogP 0.4233
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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5-Chloropyrimidin-2(1H)-one

CAS No. 54326-16-8

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