Methyl 2,5,6-trichloropyrimidine-4-carboxylate

CAS No. 89284-85-5
Cat. No. CS-0045736
Molecule weight241.46
Purity≥97%
MDL No.MFCD12025876

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Methyl 2,5,6-trichloropyrimidine-4-carboxylate|CS-0045736

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General Information

CAS No. 89284-85-5
Cat. No. CS-0045736
Purity ≥97%
MDL No. MFCD12025876
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃Cl₃N₂O₂
Molecular Weight 241.46
Synonym(s) Methyl 2,5,6-trichloro-4-pyrimidinecarboxylate
SMILES O=C(C1=NC(Cl)=NC(Cl)=C1Cl)OC

Description

Methyl 2,5,6-trichloropyrimidine-4-carboxylate is a bench-stable, electron-deficient pyrimidine derivative featuring three chlorine substituents that enhance reactivity in nucleophilic substitution processes. This compound integrates readily into heterocyclic synthesis, serving as a key building block for advanced pharmaceutical intermediates and functionalized materials.

Application

Methyl 2,5,6-trichloropyrimidine-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyrimidines via nucleophilic displacement. The trichloro substitution pattern provides orthogonal reactivity for sequential functionalization, while the methyl ester group facilitates downstream transformations. Bench-stable and compatible with standard synthetic workflows, it functions effectively in medicinal chemistry and agrochemical research.

Synthesis

Route1
- 91447-90-4
- ~81%
- In-stock
  
  89284-85-5
References
- SYNGENTA LIMITED; WHITTINGHAM, William Guy; WINN, Caroline Louise; GLITHRO, Harry; ASPINALL, Mary Bernadette; SCREPANTI, Claudio Patent: WO2010/125332 A1, 2010 ; Location in patent: Page/Page column 19 ;

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 52.08
LogP 2.2234
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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Methyl 2,5,6-trichloropyrimidine-4-carboxylate

CAS No. 89284-85-5

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