500011-91-6

Basic information

• Product Name: 5-BROMO-2-(3-CHLORO-PYRIDIN-2-YL)-3,4-DIHYDRO-2H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: 5-BROMO-2-(3-CHLORO-PYRIDIN-2-YL)-3,4-DIHYDRO-2H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER;ethyl 3-bromo-1-(3-chloropyridin-2-yl)-4,5-dihydro-1H-pyrazole-5-carboxylate;2-(3-bromo-4-ethyl-4,5-dihydro-1H-pyrazol-1-yl)-3-chloropyridine
• CAS NO: 500011-91-6
• Molecular Formula: C₁₁H₁₁BrClN₃O₂
• Molecular Weight: 332.58094
• Mol File: 500011-91-6.mol
• Article Data: 37

Chemical Properties

• Melting Point: 59-60 °C
• Boiling Point: 396.1±52.0 °C(Predicted)
• Appearance: /
• Density: 1.68±0.1 g/cm3(Predicted)
• PKA: 4.54±0.29(Predicted)
• CAS DataBase Reference: 5-BROMO-2-(3-CHLORO-PYRIDIN-2-YL)-3,4-DIHYDRO-2H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-2-(3-CHLORO-PYRIDIN-2-YL)-3,4-DIHYDRO-2H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER(500011-91-6)
• EPA Substance Registry System: 5-BROMO-2-(3-CHLORO-PYRIDIN-2-YL)-3,4-DIHYDRO-2H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER(500011-91-6)

Safety Data

• Hazardous Substances Data: 500011-91-6(Hazardous Substances Data)

Usage

General Description

5-Bromo-2-(3-chloro-pyridin-2-yl)-3,4-dihydro-2H-pyrazole-3-carboxylic acid ethyl ester is a chemical compound that belongs to the pyrazole carboxylic acid ester family. It is a synthetic organic molecule that contains a pyrazole ring, a bromine atom, and a chloro-pyridin-2-yl moiety. 5-BROMO-2-(3-CHLORO-PYRIDIN-2-YL)-3,4-DIHYDRO-2H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER is commonly used as a building block in the pharmaceutical industry for the synthesis of various biologically active compounds. It has potential application as an intermediate in the production of pharmaceuticals and agrochemicals for use in research and development. Additionally, it may also have potential applications in the field of medicinal chemistry as a lead compound for the development of new drugs.

Upstream product

• 500011-95-0 2-(3-chloropyridin-2-yl)-5-hydroxypyrazole-3-carboxylic acid ethyl ester 
• 6515-09-9 2,3,6-trichloropyridine 
• 462-08-8 pyridin-3-ylamine 
• 500011-88-1 ethyl 1-(3-chloropyridin-2-yl)-3-hydroxy-4,5-dihydro-1H-pyrazole-5-carboxylate 
• 2402-77-9 2,3-dichloro-pyridine 
• 1520-50-9 but-2-enedioic acid diethyl ester 
• 22841-92-5 3-chloro-2(1H)-pyridinone hydrazone 
• 141-05-9 Diethyl maleate 
• 22841-92-5 (3-chloro-2-pyridyl)hydrazine 
• 500011-89-2 ethyl 5-chloro-2-(3-chloropyridin-2-yl)-3,4-dihydro-2H-pyrazole-3-carboxylate 
• 500011-88-1 2-(3-chloro-pyridin-2-yl)-5-oxo-pyrazolidine-3-carboxylic acid ethyl ester 

Downstream Products

• 1601472-96-1 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-((3-(dimethylamino)-2,2-dimethylpropyl)carbamoyl)-6-methylphenyl)-1H-pyrazole-5-carboxamide 
• 1601472-95-0 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-methyl-6-((2-(propylamino)ethyl)carbamoyl)phenyl)-1H-pyrazole-5-carboxamide 
• 1601472-94-9 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-((3-(dimethylamino)propyl)carbamoyl)-6-methylphenyl)-1H-pyrazole-5-carboxamide 
• 1601472-93-8 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-((4-(diethylamino)butyl)carbamoyl)-6-methylphenyl)-1H-pyrazole-5-carboxamide 
• 1601472-92-7 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-((3-(diethylamino)propyl)carbamoyl)-6-methylphenyl)-1H-pyrazole-5-carboxamide 
• 1401724-25-1 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-((5-(diethylamino)pentan-2-yl)carbamoyl)-6-methylphenyl)-1H-pyrazole-5-carboxamide 
• 1601472-91-6 3-bromo-N-(4-chloro-2-methyl-6-((2-(methylamino)ethyl)carbamoyl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1401723-52-1 3-bromo-N-(4-chloro-2-((2-(2-hydroxyethylamino)ethyl)carbamoyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1601472-90-5 3-bromo-N-(4-chloro-2-((2-(isopropylamino)ethyl)carbamoyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1601472-89-2 3-bromo-N-(4-chloro-2-methyl-6-((2-(propylamino)ethyl)carbamoyl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1601472-88-1 3-bromo-N-(4-chloro-2-((2-(ethylamino)ethyl)carbamoyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1601472-87-0 3-bromo-N-(4-chloro-2-((2-(diisopropylamino)ethyl)carbamoyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1601472-86-9 3-bromo-N-(4-chloro-2-((4-(diethylamino)butyl)carbamoyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1601472-85-8 3-bromo-N-(4-chloro-2-((3-(diethylamino)propyl)carbamoyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 

Relevant articles and documents

Preparation method of bromopyrazole carboxylate compound

A preparation method for a bromopyrazole carboxylate compound. The chemical formula is as shows below, formula (I), formula (II), and the definition of each group in the formula is shown in the specification. A method for preparing a bromopyrazole carboxylate compound as a key intermediate in benzamide insecticides. The method is simple and easy to operate, safer, more reliable, and easier for industrial production.

Diamides conformationally restricted with central amino acid: Design, synthesis, and biological activities

Diamide insecticides, represented by chlorantraniliprole (CHL), were widely applied in the control of lepidopteran insects. In efforts to develop bioactive diamides with novel scaffolds, we design and synthesized a series of diamides containing central amino acids to conformationally simulate CHL. Bioassay results indicated that most compounds containing 1-aminocyclopropane-1-carboxylic acid exhibited excellent larvacidal potency against Mythimna separate and Plutella xylostella. After a systematic structure–activity relationship study, 1–23 was identified as a potential insecticidal candidate with LC50 values of 34.920 mg·L?1 against M. separate and 61.992 mg·L?1 on P. xylostella. Finally, molecular docking revealed the possible binding mode of 1–23 with the target protein, ryanodine receptors.

Preparation method of chlorantraniliprole

The invention relates to the field of insecticide synthesis, and discloses a preparation method of chlorantraniliprole. The preparation method comprises the following steps: synthesis of an intermediate I, synthesis of an intermediate II and synthesis of chlorantraniliprole. The method comprises the following steps: reacting 2, 3, 6-trichloropyridine serving as a raw material with hydrazine hydrate under the action of a catalyst A to obtain 3, 6-dichloro-2-hydrazinopyridine, carrying out hydrogenation reduction reaction under the action of a catalyst B to obtain an intermediate I, reacting theintermediate I with diethyl maleate, and preparing the 2-(3-chloropyridine-2-yl)-5-hydroxypyrazole-3-ethyl formate under the action of a catalyst C, and hydrolyzing after bromination to obtain an intermediate II, and preparing chlorantraniliprole from the intermediate II. According to the invention, 2, 3, 6-trichloropyridine is adopted to replace 2, 3-dichloropyridine as a raw material to preparethe intermediate I, so that the defects of difficulty in obtaining the 2, 3-dichloropyridine raw material, harsh synthesis conditions, low yield and the like are avoided, the total reaction yield ofthe intermediate I is improved, the intermediate II is prepared by a one-pot method, the post-treatment operation is reduced, and the synthesis cost of chlorantraniliprole is reduced.