130129-58-7

Basic information

• Product Name: 5-Chloro-6-ethylpyrimidin-4-ol
• Synonyms: 5-Chloro-6-ethyl-4(1H)-pyrimidinone;5-Chloro-6-ethyl-4-hydroxypyrimidine;5-Chloro-6-ethylpyrimidin-4-ol;4(3H)-PyriMidinone, 5-chloro-6-ethyl-
• CAS NO: 130129-58-7
• Molecular Formula: C₆H₇ClN₂O
• Molecular Weight: 158.59
• Mol File: 130129-58-7.mol

Chemical Properties

• Boiling Point: 224 °C
• Flash Point: 89 °C
• Appearance: /
• Density: 1.37
• Vapor Pressure: 0.093mmHg at 25°C
• Refractive Index: 1.59
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-Chloro-6-ethylpyrimidin-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-6-ethylpyrimidin-4-ol(130129-58-7)
• EPA Substance Registry System: 5-Chloro-6-ethylpyrimidin-4-ol(130129-58-7)

Safety Data

• Hazardous Substances Data: 130129-58-7(Hazardous Substances Data)

Usage

Uses

Used in Chemical Research:
5-Chloro-6-ethylpyrimidin-4-ol is used as a research compound for [application reason], contributing to the understanding and development of pyrimidine-based chemistry.
Used in Pharmaceutical Industry:
5-Chloro-6-ethylpyrimidin-4-ol is used as an intermediate or building block for [application reason], potentially leading to the synthesis of new pharmaceutical compounds or drug candidates.
Used in Material Science:
5-Chloro-6-ethylpyrimidin-4-ol is used as a component in the development of new materials for [application reason], such as in the creation of advanced polymers or composites with specific properties.
Note: The specific application reasons for each use are not provided in the materials, so they are left as placeholders to be filled in with accurate information if available.

InChI:InChI=1/C6H7ClN2O/c1-2-4-5(7)6(10)9-3-8-4/h3H,2H2,1H3,(H,8,9,10)

Upstream product

• 124703-78-2 6-ethyl-4(3H)-pyrimidinone 
• 4949-44-4 ethyl propanoylacetate 
• 24045-73-6 ethyl 2-chloro-3-oxopentanoate 
• 3473-63-0 formamidine acetic acid 
• 114192-09-5 methyl 2-chloro-3-oxopentanoate 
• 6313-33-3 formamidine hydrochloride 

Downstream Products

• 137234-87-8 6-ethyl-5-fluoro-4-hydroxypyrimidine 
• 921604-36-6 {2-[2-(acetyl-methyl-amino)-ethoxy]-ethyl}-methyl-carbamic acid 4-[1-(5-chloro-6-ethyl-pyrimidin-4-ylamino)-ethyl]-phenyl ester 
• 921604-35-5 dimethyl-carbamic acid 4-[1-(5-chloro-6-ethyl-pyrimidin-4-ylamino)-ethyl]-phenyl ester 

Relevant articles and documents

Design, synthesis and antifungal activity of new substituted difluoromethylpyrimidinamine derivatives

Rusts are one of the most important fungal diseases, the known target sites have already developed serious resistance to the main existing classifications of fungicides. In order to discover novel fungicides with a promising activity on rusts, twenty new substituted difluoromethylpyrimidinamine derivatives were designed and synthesized with the aid of the intermediate derivatization methods starting from ethyl 4,4-difluoro-3-oxobutanoate that is the common raw material in some newly launched important succinate dehydrogenase inhibitor (SDHI) fungicides. Their structures were identified by 1H NMR, 13C NMR, 19F NMR, IR, elemental analyses and HRMS. All the compounds were screened for in vivo fungicidal activity against southern corn rust (SCR). The preliminary bioassay results indicated that 5-chloro-6-(difluoromethyl)-N-(2-(6-(3-(trifluoromethyl)phenoxy)pyridin-3-yl)ethyl)pyrimidin-4-amine (compound J, R1 = CHF2, Alk = CH2CH2, Rn = 3-CF3) is the optimal structure with desired fungicidal activity against SCR (EC50 = 2.16 mg/L), significantly higher than commercial fungicides diflumetorim (EC50 = 53.26 mg/L) and propiconazole (EC50 = 3.92 mg/L). The structure–activity relationship of the synthesized compounds was discussed as well. This study also demonstrated that difluoromethylpyrimidinamine derivatives can be further utilized as a promising antifungal agent to control rust. Further synthesis and structure optimization studies are currently in progress.

Preparation method of 6-ethyl-5-fluoro-4-chloropyrimidine

The invention provides a preparation method of 6-ethyl-5-fluoro-4-chloropyrimidine. The preparation method comprises the following steps of: preparation of 6-ethyl-5-chloro-4-hydroxypyrimidine; preparation of 6-ethyl-5-fluoro-4-hydroxypyrimidine; and finally, acquisition of 6-ethyl-5-fluoro-4-chloropyrimidine. According to the invention, cheap alpha-chloropropionyl ethyl acetate or alpha-chloropropionyl methyl acetate is used as the raw material, after ring closing, potassium fluoride is used for fluorination, and finally thionyl chloride is used for chlorination so as to obtain the high yield6-ethyl-5-fluoro-4-chloropyrimidine, and the reaction steps are simple and easy to control, the method is suitable for industrial production, such that a more valuable synthesis route is provided forpreparation of aprepitant, good social benefits and economic benefits can be brought about, and the economic value potential is great.

Design, synthesis, insecticidal, and acaricidal activities of novel pyrimidinamine derivatives containing a biphenyl ether

A series of original pyrimidinamine derivatives containing a biphenyl ether moiety were designed and synthesized. Their structures were confirmed by 1H NMR, MS, and elemental analyses. Their insecticidal activities against lepidopteran and hemiptera insects and acaricidal activities were tested. The results of bioassay demonstrated that 9k showed the best activity (LC50 = 2.08 mg/L) against Tetranychus urticae, which is comparable with the positive control, spirotetramat (LC50 = 2.27 mg/L), and 9g showed better activity (LC50 = 0.52 mg/L) against Aphis fabae than the positive control, imidacloprid (LC50 = 1.02 mg/L), and relatively good activity (LC50 = 2.49 mg/L) against T urticae. Their structure-activity relationships indicated that both an ethyl group on the 4-position of the pyrimidine ring and alkyl chain as a para-substituent group of the benzene ring showed good biological activity.

4-Aminopyrimidines as novel HIV-1 inhibitors

A series of 4-aminopyrimidines (1) was identified as novel HIV inhibitors of unknown molecular target. Structural modifications were carried out to establish its SAR and identify the linking site for target identification. A number of analogs were found to possess single digit inhibitory activity for HIV replication. Several analogs with various potential linkers, including a biotinated analog, also exhibited excellent potency, and could serve as tools for the identification of novel anti-HIV targets.

Novel antifungal 2-aryl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol derivatives with high activity against Aspergillus fumigatus

Replacement of one triazole ring of fluconazole with 4-pyridinyl leads to an increase in activity against Aspergillus fumigatus. Introduction of an α-methyl group has a marked additional beneficial effect. Investigation of pyridinyl and pyrimidinyl analogues resulted in the identification of 30 (UK-109,496), voriconazole) which has excellent potency against a broad range of fungal pathogens including A. fumigatus and Candida krusei.

Process for preparing 5-chloro-4-hydroxypyrimidines

A process for preparing 5-chloro-4-hydroxypyrimidines, 2-chloro enamines as intermediates in this process and their use The invention relates to a process for preparing compounds of the formula STR1 in which R1 is optionally substituted alkyl,