7-Chloroimidazo[1,2-a]pyrimidin-5(8H)-one

Name: 7-Chloroimidazo[1,2-a]pyrimidin-5(8H)-one
Brand: ChemScene
Availability: InStock
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CAS No. 57473-33-3
Cat. No. CS-0094356
Purity≥95%
MDL No.MFCD14706869

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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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7-Chloroimidazo[1,2-a]pyrimidin-5(8H)-one|CS-0094356

Structure of 57473-33-3

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General Information

CAS No. 57473-33-3
Cat. No. CS-0094356
Purity ≥95%
MDL No. MFCD14706869
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄ClN₃O
Molecular Weight 169.57
Synonym(s) 7-Chloroimidazo[1,2-a]pyrimidin-5(1H)-one
SMILES O=C1C=C(Cl)N=C2N1C=CN2

Description

7-Chloroimidazo[1,2-a]pyrimidin-5(8H)-one is a bench-stable heterocyclic scaffold featuring a chlorine substituent at the 7-position, enhancing electron deficiency and reactivity. This core integrates readily into medicinal chemistry campaigns, serving as a key building block for kinase inhibitors and antiviral agents. Its compatibility with diverse coupling reactions enables efficient functionalization under standard conditions.

Application

7-Chloroimidazo[1,2-a]pyrimidin-5(8H)-one serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical research. Its imidazopyrimidine core enables efficient functionalization at the 5-position and supports diverse coupling reactions. The chloro substituent facilitates nucleophilic displacement and transition-metal-catalyzed transformations. Bench-stable and readily purified by crystallization, it functions as a key scaffold in the synthesis of kinase inhibitors and other bioactive molecules.

Synthesis

Route1
- In-stock
  
  57473-32-2
- ~%
- In-stock
  
  57473-33-3
References
- Lin, Hong; Erhard, Karl; Hardwicke, Mary Ann; Luengo, Juan I.; MacK, James F.; McSurdy-Freed, Jeanelle; Plant, Ramona; Raha, Kaushik; Rominger, Cynthia M.; Sanchez, Robert M.; Schaber, Michael D.; Schulz, Mark J.; Spengler, Michael D.; Tedesco, Rosanna; Xie, Ren; Zeng, Jin J.; Rivero, Ralph A. Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 6 p. 2230 - 2234
Route2
- 1366126-57-9
- ~%
- In-stock
  
  57473-33-3
References
- Lin, Hong; Erhard, Karl; Hardwicke, Mary Ann; Luengo, Juan I.; MacK, James F.; McSurdy-Freed, Jeanelle; Plant, Ramona; Raha, Kaushik; Rominger, Cynthia M.; Sanchez, Robert M.; Schaber, Michael D.; Schulz, Mark J.; Spengler, Michael D.; Tedesco, Rosanna; Xie, Ren; Zeng, Jin J.; Rivero, Ralph A. Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 6 p. 2230 - 2234

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 50.16
LogP 0.676
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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7-Chloroimidazo[1,2-a]pyrimidin-5(8H)-one

CAS No. 57473-33-3

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