6-Chloropyrimidine-4-carboxylic acid

Name: 6-Chloropyrimidine-4-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 37131-91-2
Cat. No. CS-W005983
Purity≥95%
MDL No.MFCD08692928

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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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6-Chloropyrimidine-4-carboxylic acid|CS-W005983

Structure of 37131-91-2

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General Information

CAS No. 37131-91-2
Cat. No. CS-W005983
Purity ≥95%
MDL No. MFCD08692928
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃ClN₂O₂
Molecular Weight 158.54
Synonym(s) None
SMILES OC(=O)C1=NC=NC(Cl)=C1

Description

6-Chloropyrimidine-4-carboxylic acid features a chlorine atom at the 6-position and a carboxylic acid group at the 4-position on a pyrimidine core, enabling direct incorporation into heterocyclic scaffolds. The electron-deficient pyrimidine ring enhances reactivity in nucleophilic substitution and coupling processes. This derivative serves as a key building block for pharmaceutical intermediates and agrochemicals, offering improved solubility and stability under standard conditions.

Application

6-Chloropyrimidine-4-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C4 position via nucleophilic substitution or coupling reactions. Its bench-stable nature and tolerance to diverse reaction conditions facilitate efficient synthesis of pyrimidine-based scaffolds. The carboxylic acid group supports derivatization into amides, esters, or activated acyl intermediates, while the 6-chloro substituent provides a reliable handle for cross-coupling or bioisosteric replacement in drug discovery workflows.

Synthesis

Route1
- In-stock
  
  6299-87-2
- ~98%
- In-stock
  
  37131-91-2
References
- SUMMIT CORPORATION PLC; WYNNE, Graham, Michael; WREN, Stephen; VAN WELL, Renate, Maria; SCHROER, Frank; LECCI, Cristina; POIGNANT, Severine, Danielle; MA, Shucong; WILSON, Francis Patent: WO2010/20432 A2, 2010 ; Location in patent: Page/Page column 91-92 ;
Route2
- In-stock
  
  6299-87-2
- ~%
- 263270-52-6
- In-stock
  
  37131-91-2
References
- Astra Zeneca AB Patent: US6455520 B1, 2002 ; US 6455520 B1

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 63.08
LogP 0.8282
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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6-Chloropyrimidine-4-carboxylic acid

CAS No. 37131-91-2

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