Cas no 187035-79-6 (Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate)

Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate is a fluorinated pyrimidine derivative with significant utility in pharmaceutical and agrochemical synthesis. Its key structural features—a reactive chloro substituent at the 2-position and an electron-withdrawing trifluoromethyl group at the 4-position—enhance its versatility as a building block for heterocyclic chemistry. The ethyl ester moiety further facilitates derivatization under mild conditions. This compound is particularly valued for its role in constructing trifluoromethyl-substituted pyrimidine scaffolds, which are prevalent in bioactive molecules. High purity and stability under standard storage conditions ensure consistent performance in nucleophilic substitution, cross-coupling, and other functionalization reactions. Its well-defined reactivity profile makes it a reliable intermediate for research and industrial applications.
Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate structure
187035-79-6 structure
Product Name:Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate
CAS No:187035-79-6
MF:C8H6ClF3N2O2
MW:254.593651294708
MDL:MFCD01312372
CID:66311
PubChem ID:2780355
Update Time:2025-06-26

Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate
    • Ethyl 2-chloro-4-(trifluoromethyl)-pyrimidine-5-carboxylate
    • Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate,2-Chloro-4-(trifluoromethyl)pyrimidine-5-carboxylic acid ethyl ester
    • 2-chloro-4-trifluoromethyl-pyrimidine-5-carboxylic acid ethyl ester
    • 2-chloro-5-ethoxycarbonyl-4-trifluoromethylpyrimidine
    • 5-Pyrimidinecarboxylic acid,2-chloro-4-(trifluoromethyl)-,ethyl ester
    • Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine
    • Ethyl 2-chloro-4-(trifluoromethyl)pyrimidne-5-carboxylate
    • ethyl-2-chloro-4-trifluoromethylpyrimidine-5-carboxylate
    • Ethyl2-chloro-4-trifluoromethyl-5-pyrimidinecarboxylate
    • Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-
    • 2-Chloro-5-(ethoxycarbonyl)-4-(trifluoromethyl)pyrimidine
    • 2-Chloro-4-(trifluoromethyl)pyrimidine-5-carboxylic acid ethyl ester
    • 2-Chloro-5-(ethoxycarbonyl)-4-(trifluoromethyl)pyrimidine, 2-Chloro-5-(ethoxycarbonyl)-4-(trifluoromethyl)-1,3-diazine
    • Ethyl 2-chloro-4-(trifluoromethyl)pyrimidne-5-carboxylate ,97%
    • Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate ,97%
    • 5-Pyrimidinecarboxylic acid, 2-chloro-4-(trifluoromethyl)-, ethyl ester
    • Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-car
    • PubChem11399
    • KSC496M7T
    • ethyl2-chloro-4-(trifluoromethyl)py
    • 187035-79-6
    • AMY3052
    • FT-0643778
    • AKOS005064004
    • AB08490
    • SY020014
    • DTXSID10381655
    • MFCD01312372
    • CS-W005314
    • PS-6510
    • ethyl2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate
    • EN300-6738037
    • ethyl 2-chloro-4-trifluoromethyl-5-pyrimidine carboxylate
    • SCHEMBL1549128
    • AC-9379
    • SB60538
    • Z1741959988
    • A4139
    • ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate, AldrichCPR
    • J-012027
    • 187635-79-6
    • DB-044624
    • Ethyl 2-chloro-4-trifluoromethyl-pyrimidine-5-carboxylate
    • DTXCID90332680
    • 671-389-8
    • MDL: MFCD01312372
    • Inchi: 1S/C8H6ClF3N2O2/c1-2-16-6(15)4-3-13-7(9)14-5(4)8(10,11)12/h3H,2H2,1H3
    • InChI Key: UDDSDBJYAMHCCW-UHFFFAOYSA-N
    • SMILES: ClC1=NC=C(C(=O)OCC)C(C(F)(F)F)=N1

Computed Properties

  • Exact Mass: 254.00700
  • Monoisotopic Mass: 254.007
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 262
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2.3
  • Topological Polar Surface Area: 52.1

Experimental Properties

  • Color/Form: liquid
  • Density: 1.448
  • Boiling Point: 336.2℃ at 760 mmHg
  • Flash Point: 157.1°C
  • Refractive Index: 1.466
  • PSA: 52.08000
  • LogP: 2.32550

Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate Security Information

  • Hazardous Material Identification: Xi

Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate Customs Data

  • HS CODE:2933599090
  • Customs Data:

    China Customs Code:

    2933599090

    Overview:

    2933599090. Other compounds with pyrimidine ring in structure(Including other compounds with piperazine ring on the structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate Pricemore >>

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Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate Production Method

Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate Related Literature

Additional information on Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate

Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate (CAS No. 187035-79-6): A Key Intermediate in Modern Pharmaceutical Synthesis

Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate, identified by its CAS number 187035-79-6, is a highly valuable intermediate in the realm of pharmaceutical synthesis. This compound, characterized by its ethyl ester functionality and the presence of both chloro and trifluoromethyl substituents, plays a pivotal role in the development of various therapeutic agents. Its unique structural attributes make it an attractive building block for medicinal chemists aiming to design molecules with enhanced biological activity and improved pharmacokinetic properties.

The significance of Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate lies in its versatility as a precursor for synthesizing more complex pharmacophores. The trifluoromethyl group, in particular, is renowned for its ability to modulate metabolic stability, lipophilicity, and binding affinity, making it a staple in the design of drugs targeting a wide range of diseases. Recent advancements in synthetic methodologies have further highlighted the compound's utility, enabling more efficient and scalable production processes.

In the context of contemporary pharmaceutical research, Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate has been extensively explored in the synthesis of antiviral and anticancer agents. The pyrimidine core, a fundamental motif in nucleoside analogs, provides a scaffold that can be easily modified to incorporate additional functional groups. This flexibility has allowed researchers to develop novel compounds with potent inhibitory effects on viral enzymes and cancer cell proliferation pathways.

One notable application of this compound is in the development of inhibitors targeting the viral polymerase enzymes that are crucial for replication in certain RNA viruses. By leveraging the reactivity of the chloro and carboxylate groups, chemists have been able to design molecules that effectively interfere with viral replication cycles. These efforts have culminated in several promising candidates that are currently undergoing preclinical evaluation.

The incorporation of the trifluoromethyl group into these inhibitors has been particularly beneficial. This substituent not only enhances the metabolic stability of the compounds but also improves their binding affinity to target enzymes. As a result, drugs derived from Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate exhibit improved efficacy and reduced toxicity compared to their predecessors.

Another area where this compound has made significant contributions is in the field of oncology. Pyrimidine-based inhibitors have shown great promise in targeting various types of cancer by inhibiting key enzymes involved in DNA synthesis and repair. The structural features of Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate allow for the creation of molecules that selectively inhibit cancer cell proliferation while sparing healthy cells.

The< strong>Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate CAS No. 187035-79-6 has also been utilized in the synthesis of kinase inhibitors, which are essential for treating cancers driven by aberrant signaling pathways. By modifying the pyrimidine core with appropriate functional groups, researchers have been able to develop compounds that selectively inhibit specific kinases implicated in tumor growth and progression. These inhibitors have shown encouraging results in preclinical studies and are now being evaluated in clinical trials.

The growing interest in fluorinated compounds has further amplified the importance of Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate. Fluorochemicals are widely recognized for their ability to enhance drug properties such as bioavailability, metabolic stability, and cell membrane penetration. The< strong >trifluoromethylgroup, being a prime example of a fluorinated moiety, has been incorporated into numerous drugs that have reached the market over the past decade.

In conclusion, Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate is a multifaceted intermediate with broad applications in pharmaceutical synthesis. Its unique structural features and reactivity make it an indispensable tool for medicinal chemists working on antiviral and anticancer agents. As research continues to uncover new therapeutic targets and synthetic strategies, the demand for this compound is expected to grow further, solidifying its role as a cornerstone in modern drug discovery.

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