13036-57-2

Basic information

• Product Name: 2-Chloro-4-methylpyrimidine
• Synonyms: 2-CHLORO-4-METHYLPYRIMIDINE;Pyrimidine, 2-chloro-4-methyl- (6CI,7CI,8CI,9CI);2-CHLORO-4-METHYLPYRIMIDINE 98%;2-Chloro-6-methylpyrimidine;2-Chloro-4-methyl-1,3-diazine;chloro-4-MethylpyriMidine
• CAS NO: 13036-57-2
• Molecular Formula: C₅H₅ClN₂
• Molecular Weight: 128.56
• Product Categories: PYRIMIDINE;pharmacetical;Nucleotides and Nucleosides;pyridine;Bases & Related Reagents;Nucleotides;Halides;Pyrazines, Pyrimidines & Pyridazines;Boronic Acid;Chlorinated heterocyclic series;Aromatics;Heterocycles;Miscellaneous Reagents;Building Blocks;C4 to C5;Chemical Synthesis;Heterocyclic Building Blocks;New Products for Chemical Synthesis;Pyrimidines;Heterocycle-Pyrimidine series
• Mol File: 13036-57-2.mol

Chemical Properties

• Melting Point: 35-36°C
• Boiling Point: 94°C/17mmHg(lit.)
• Flash Point: 98℃
• Appearance: pale yellow solid
• Density: 1.235 g/cm³
• Vapor Pressure: 0.209mmHg at 25°C
• Refractive Index: 1.53
• Storage Temp.: Keep Cold/Store under Nitrogen
• Solubility: Chloroform
• PKA: -0.93±0.20(Predicted)
• Sensitive: Moisture Sensitive
• Stability: Toxic
• CAS DataBase Reference: 2-Chloro-4-methylpyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-4-methylpyrimidine(13036-57-2)
• EPA Substance Registry System: 2-Chloro-4-methylpyrimidine(13036-57-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-41-37/38
• Safety Statements: 26-39
• WGK Germany: 3
• TSCA: N
• HazardClass: IRRITANT
• Hazardous Substances Data: 13036-57-2(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Solid

Uses

2-Chloro-4-methylpyrimidine (cas# 13036-57-2) is a compound useful in organic synthesis.

InChI:InChI=1/C5H5ClN2/c1-4-2-3-7-5(6)8-4/h2-3H,1H3

Upstream product

• 5424-21-5 2,4-dichloro-6-methylpyrimidine 
• 5348-51-6 2-hydroxy-4-methylpyrimidine hydrochloride 
• 1722-12-9 2-chloropyrimidine 
• 917-54-4 methyllithium 
• 3934-20-1 2,6-Dichloropyrimidine 
• 75-24-1 trimethylaluminum 
• 1134-81-2 1-benzyl-3,5-dimethyl-1H-pyrazole 
• 67-66-3 chloroform 
• 15231-48-8 2-hydroxy-4-methylpyrimidine 
• 75-16-1 methylmagnesium bromide 
• 15018-56-1 5-bromo-6-methyluracil 
• 6328-58-1 6-methyl-2-methylsulfanyl-3H-pyrimidin-4-one 
• 56745-01-8 5-bromo-2,4-dichloro-6-methylpyrimidine 
• 33238-63-0 5-bromo-6-methyl-2-(methylthio)pyrimidin-4(3H)-one 

Downstream Products

• 17758-42-8 2-ethoxy-4-methylpyrimidine 
• 874495-07-5 4-(4-methyl-pyrimidin-2-yloxy)-benzenesulfonic acid amide 
• 684283-62-3 4-hydroxy-benzenesulfonic acid-(4-methyl-pyrimidin-2-ylamide) 
• 116028-84-3 N'-benzyl-N,N-dimethyl-N'-(4-methyl-pyrimidin-2-yl)-ethane-1,2-diamine 
• 14001-60-6 2-methoxy-4-methylpyrimidine 
• 860431-09-0 N-(4-methyl-pyrimidin-2-yl)-sulfanilic acid amide 
• 127-79-7 sulfamerazina 
• 53112-26-8 4-methyl-N-phenylpyrimidin-2-amine 
• 25710-14-9 N-benzyl-(4-methylpyrimidin-2-yl)amine 
• 127-73-1 N-[4-(4-Methyl-pyrimidin-2-ylsulfamoyl)-phenyl]-acetamide 
• 78430-30-5 4-methyl-2-phenoxy-pyrimidine 
• 3438-46-8 4-Methylpyrimidine 
• 77768-02-6 2-Cyan-4-methylpyrimidin 
• 63170-77-4 2-hydrazinyl-4-methylpyrimidine 

Relevant articles and documents

Redox deracemization of phosphonate-substituted dihydropyrimidines

An efficient redox deracemization of the phosphonic ester substituted 3,4-dihydropyrimidin-2-one (DHPM) derivatives is described. The one-pot deracemization strategy consisted of the oxidization to destroy the stereocenter center and the following asymmetric transfer hydrogenation to regenerate the chiral carbon center with the vicinal phosphonic ester group, providing a series of optically active phosphonate substituted DHPMs with up to 96% ee.

ANDROGEN RECEPTOR MODULATORS AND METHODS FOR USE AS PROTEOLYSIS TARGETING CHIMERA LIGANDS

The present invention relates to bifunctional Proteolysis Targeting Chimeric ligands (Protac compounds) comprising a ligase modulator/binder and a molecule that binds to a protein target of interest, and methods of treating various diseases and conditions with the Protac compounds, including diseases associated with androgen receptors.

Continuous synthesis method of 2-chloropyrimidine-4-formic acid compound

The invention provides a continuous synthesis method of a 2-chloropyrimidine-4-formic acid compound. The 2-chloropyrimidine-4-formic acid compound has a structure represented by a formula I, wherein in the formula I, R1 and R2 are respectively and independently selected from hydrogen, alkoxy, aryl, benzyl or fluorine. The synthesis method comprises the following steps: S1, under the action of a non-noble metal catalyst, carrying out continuous methylation reaction on a compound A and a methyl Grignard reagent B to obtain a compound C, wherein the compound A is a compound shown in the specification, the compound C is a compound shown in the specification, R1 and R2 are respectively and independently selected from hydrogen, alkoxy, aryl, benzyl or fluorine, and the non-noble metal catalyst is one or more of ferric salt, cobalt salt and nickel salt; and S2, carrying out continuous oxidation reaction on the compound C under the action of oxygen, an oxidation catalyst and an additive, and thus obtaining the 2-chloropyrimidine-4-formic acid compound. By adopting the process provided by the invention to synthesize the 2-chloropyrimidine-4-formic acid compound, the aspects of cost, yield,environmental friendliness and the like can be considered.

Synthesis and biological activity of novel dimethylpyrazole and piperazine-containing (bis)1,2,4-triazole derivatives

A series of novel dimethylpyrazole and piperazine-containing (bis)1,2,4-triazole derivatives have been conveniently synthesized via Mannich reaction in good yields. Their structures were identified by IR,1H NMR,13C NMR, and elemental analysis. The preliminary bioassays showed that among 14 new compounds, the trifluoromethyl-containing compounds exhibited superior activity than the methyl-containing ones; some of the compounds displayed significant in vitro and in vivo fungicidal activity against several plant fungi and were comparable with the control Triadimefon; several compounds exhibited certain herbicidal activity against Brassica campestris; several compounds possessed favorable KARI inhibitory activity, especially 8D could be a promising KARI inhibitor for further study. The research results will provide useful information for the design and discovery of new agrochemicals with novel heterocyclic Mannich base structures containing piperazine moiety.

6-substituted pyrimidyl quinazolinone compound and application thereof

The invention discloses a 6-substituted pyrimidyl quinazolinone compound having a novel structure represented as the general formula (I) and a salt thereof, wherein the substituent groups in the formula are defined as the specification. The compound has excellent insecticidal activity and can be used for preventing and treating insect pests in agriculture, forestry or non-treatment target, especially, the application for preventing and treating aphids.

Method for preparing 2-chloropyrimidine-4 formic acid

The invention relates to a method for preparing 2-chloropyrimidine-4 formic acid. The method comprises the following steps: performing debydrochlorination reaction on 2-chlorine-4-methyl pyridine hydrochloride and phosphorus oxychloride and separating, thereby acquiring 2-chlorine-4-methyl pyridine; and performing methyl oxidizing reaction on 2-chlorine-4-methyl pyridine and methyl oxidant and separating, thereby acquiring 2-chloropyrimidine-4 formic acid. According to the process route provided by the invention, the yield of the target product is high, the process route can be amplified, the raw materials can be easily acquired and have low cost, and industrial production can be carried out.

Synthesis and Fungicidal Activities of Novel 1,2,4-Triazole Thione Derivatives Containing 1,2,3-Triazole and Substituted Piperazine Moieties

A series of novel 1,2,4-triazole thione derivatives containing 1,2,3-triazole and substituted piperazine moieties were synthesized via the Mannich reaction of 1,2,3-triazole-containing 1,2,4-triazole thiol intermediates with various substituted piperazines and formaldehyde in high yields. The structures of 14 title compounds were confirmed by melting points, IR, 1H NMR, 13C NMR, and elemental analysis. The bioassay results showed that some of the title compounds exhibit significant fungicidal activities against several plant fungi at 50 μg/mL, especially trifluoromethyl-containing triazole thione derivative 9g showed broad activities and could be made further structural optimization for novel fungicides innovation research.

Synthesis and biological activity of novel N-glucosides containing substituted piperazine moiety

A series of novel acetylated piperazine-containing N-glucosides and bis(N-glucoside) 8a-i were synthesized by the nucleophilic addition of acetylated glucopyranosyl isothiocyanate with various substituted piperazines in THF with high yields. Their novel deacetylated products 9a-i were also synthesized after Me-ONa/MeOH treatment. The preliminary bioassays for 18 novel title compounds showed that several compounds have significant fungicidal activity against Fusarium omysporum, Cercospora arachidicola and Phytophthora capsici at 50 μg/mL.

Syntheses, biological activities and SAR studies of novel carboxamide compounds containing piperazine and arylsulfonyl moieties

A series of novel carboxamide compounds 19a-19j, 20a-20j and 22a-22d containing piperazine and arylsulfonyl moieties have been synthesized. The bioassay results showed that some compounds exhibited favorable herbicidal activities against dicotyledonous plants and many of them possessed excellent antifungal activities. Among 24 novel compounds, some showed superiority over the commercial fungicides Chlorothalonil, Dimethomorph, Thiophanate-methyl, Iprodione, and Zhongshengmycin at 500 mg/L concentration. Some compounds also exhibited high KARI inhibitory activity at 100 γ1/4g/mL concentration and could be used as new KARI lead inhibitors for further studies. Moreover, SAR of these new compounds were comprehensively investigated using different computational methods in which 3D-QSAR model obtained provided useful information for further structural optimization for the discovery of new fungicides. The results of this research will contribute to explore comprehensive biological activities of piperazine-containing compounds in different areas of chemistry.

Synthesis and biological activities of novel 1,2,4-triazole thiones and bis(1,2,4-triazole thiones) containing phenylpyrazole and piperazine moieties

A series of novel 1,2,4-triazole thione and bis(1,2,4-triazole thione) derivatives containing phenylpyrazole and substituted piperazine moieties have been conveniently synthesized via Mannich reaction using various 1,2,4-triazole thiols, substituted piperazines, and formaldehyde at room temperature in short time. Their structures were confirmed by IR, 1H NMR, 13C NMR and elemental analysis. The preliminary bioassays for 27 new title compounds have shown that some of them possess certain herbicidal activities against Echinochloa crusgalli at 100 μg/mL concentration. Some of the compounds exhibited significant in vitro fungicidal activities, especially against Cercospora arachidicola and Rhizoctonia cerealis at the concentration of 50 μg/mL, and were comparable with that of control Triadimefon. Meanwhile, IXp held the control efficacy of 60% against Puccinia sorghi Schw. at 200 μg/mL concentration in the in vivo test. The SAR analysis has indicated that compounds with two CF3 groups both on triazole and pyrazole rings are more effective than compounds with one CF3 group or two CH3 groups according to their fungicidal activity data. On the whole, compounds VIIIg, IXi, IXo and IXp could be used as novel lead structures for the design and discovery of new fungicides.