3832-48-2

Usage

Uses

Used in the Chemical Synthesis Industry:
Bromodifluoroacetyl Chloride is used as a reagent for the preparation of Haloalkyl Acid Halides. These compounds are important intermediates in the synthesis of various organic molecules, including pharmaceuticals and agrochemicals.
Used in the Pharmaceutical Industry:
Bromodifluoroacetyl Chloride is used as a key intermediate in the synthesis of 3-Pyridinyl substituted Triazolopyrazines, Triazolopyridazines, and Triazolopyridines. These compounds are known as ion channel modulators, which have potential applications in the treatment of various neurological and cardiovascular disorders.

InChI:InChI=1/C2BrClF2O/c3-2(5,6)1(4)7

Upstream product

• 15080-20-3 Methyl-(1,2-dibrom-1,2,2-trifluoraethyl)-aether 
• 354-08-5 bromodifluoroacetic acid 
• 66270-59-5 1,1-difluoro-1,2,2-tribromo-2-chloroethane 
• 558-57-6 1,2-dibromo-1,1-dichloro-2,2-difluoroethane 
• 421-36-3 2-Chloro-1,2-dibromo-1,1-difluoroethane 
• 75-82-1 1,2-dibromo-1,1-difluoroethane 

Downstream Products

• 433-53-4 difluoroacetic acid methyl ester 
• 683-98-7 methyl bromodifluoroacetate 
• 198547-63-6 N-allyl-N-benzyl-2-bromo-2,2-difluoroacetamide 
• 2792-02-1 2-bromo-2, 2-difluoro-N-methyl-N-phenylacetamide 
• 881391-37-3 4-[(2-bromo-2,2-difluoroacetyl)-(2-iodophenyl)amino]piperidine-1-carboxylic acid tert-butyl ester 
• 897953-46-7 C₁₃H₁₀BrF₅N₂O₃ 
• 1069130-47-7 C₈H₁₁BrF₂O₂ 
• 1258836-73-5 2-bromo-2,2-difluoro-N-(4-fluoro-2-hydroxyphenyl)acetamide 
• 1410806-70-0 2-Bromo-1-(1-(4-chlorophenyl)-2,5-dimethyl-1H-pyrrol-3-yl)-2,2-difluoroethanone 

Relevant academic research and scientific papers

Synthesis and Biological Activity of Point-Fluorinated Pheromone Analogues of Eldana saccharina

Substitution of fluorine atoms on an organic molecule makes it possible to modify the molecular orbital and electron density of the surface without changing its molecular shape. Point-fluorinated analogues of the sex pheromone of the male African sugarcane borer were synthesized in optically active forms and their pheromone activities were investigated using an EAG test. The EAG activity of these point-fluorinated pheromone analogues indicates that the point of fluorination has a critical influence on the pheromone activity. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Method for preparing ethyl difluorobromoacetate

The invention discloses a method for preparing ethyl difluorobromoacetate, which comprises the following steps: by taking CF2Cl-CH2Cl as a raw material, firstly removing HCl to obtain CF2 = CHCl, then carrying out addition on the CF2 = CHCl and bromine to obtain CF2Br-CHClBr, then reacting the CF2Br-CHClBr with oxygen and a photoinitiator under the photocatalysis to obtain CF2Br-COCl, and finally carrying out esterification reaction on the CF2Br-COCl and ethanol to obtain the ethyl difluorobromoacetate. According to the method, a photooxidation reaction process is adopted in the CF2Br-COCl preparation process, the conversion rate of CF2Br-CHClBr and the selectivity of CF2Br-COCl are very high, meanwhile, the use of strong-corrosivity concentrated sulfuric acid or a sulfur trioxide oxidizing agent or a mercury-containing high-toxicity catalyst is avoided, and the process is green and environmentally friendly.

Photo-triggered self-catalyzed fluoroalkylation/cyclization of unactivated alkenes: Synthesis of quinazolinones containing the CF2R group

A novel photo-triggered self-catalyzed fluoroalkylation/cyclization of quinazolinones containing unactivated alkenes with various fluoroalkyl bromides has been developed. This transformation exhibits excellent substrate generality with respect to both the coupling partners. Of note is that this is the first example describing the Csp3-Br bond homolysis of alkyl bromides via a substrate (quinazolinones) induced energy transfer process. Additionally, the mild conditions, tolerance to a wide range of functional groups and operational simplicity make this protocol practical for the synthesis of fluorine-containing ring-fused quinazolinones. This journal is

FORMULATIONS OF ION CHANNEL MODULATORS AND METHODS OF PREPARATION AND USE OF ION CHANNEL MODULATORS

The present invention is directed to, in part, compositions or dosage forms comprising fused heteroaryl compounds useful for preventing and/or treating a disease or condition relating to aberrant function of a voltage-gated, sodium ion channel, for example, abnormal late/persistent sodium current. Methods of treating a disease or condition relating to aberrant function of a sodium ion channel including neurological disorders (e.g., Dravet syndrome, epilepsy), pain, neuromuscular disorders, trigeminal autonomic cephalalgia (TAC), migraine, cranial neuropathy or multiple cranial neuropathy, and cortical spreading depression (CSD)are also provided herein. In another aspect, the present invention provides a method of making ion channel modulators.

ION CHANNEL MODULATORS

The present invention is directed to, in part, fused heteroaryl compounds and compositions useful for preventing and/or treating a disease or condition relating to aberrant function of a voltage-gated, sodium ion channel, for example, abnormal late/persistent sodium current. Methods of treating a disease or condition relating to aberrant function of a sodium ion channel including neurological disorders (e.g., Dravet syndrome, epilepsy), pain, and neuromuscular disorders are also provided herein.

ION CHANNEL MODULATORS

The present invention is directed to, in part, fused heteroaryl compounds and compositions useful for preventing and/or treating a disease or condition relating to aberrant function of a voltage-gated, sodium ion channel, for example, abnormal late/persistent sodium current. Methods of treating a disease or condition relating to aberrant function of a sodium ion channel including neurological disorders (e.g., Dravet syndrome, epilepsy), pain, and neuromuscular disorders are also provided herein.

A two-fluorine bromine acetate preparation method (by machine translation)

The invention provides a two-fluorine bromine acetate preparation method, comprises the following steps: (1) in order to CF2 X - CHCl2 As raw materials, through the dehydrochlorination cancels out the reaction, bromine addition reaction CF2 Br - CClXBr, wherein X is H or Cl; (2) step (1) in the CF2 Br - CClXBr optical oxidation or with sulfur trioxide oxidation reaction, reaction to obtain the CF2 Br - COCl; (3) the step (2) in the CF2 Br - COCl alcohol in the esterification reaction, after separation, distillation, thus obtaining the product 2, 2 - difluoro - 2 - [...] ester. The invention two fluorine bromine acetate preparation method, so that the 1, 1 - difluoro - 2, 2 - dichloroethane or 1, 1 - difluoro - 1, 2, 2 - trichloroethane two by-product that is utilized, reduce their pollution of the environment, but also the production two fluorine bromines acetate process is environment-friendly, two fluorine bromines acetate yield and safety are relatively high. (by machine translation)

BBDFA: A Practical Reagent for Trifluoromethylation of Allylic and Benzylic Alcohols on Preparative Scale

We report a safe and readily prepared reagent [1,1′-biphenyl]-4-yl 2-bromo-2,2-difluoroacetate (BBDFA) for Cu-catalyzed trifluoromethylation of allylic or benzylic alcohols. An operationally simple and column-chromatography-free process to prepare BBDFA was developed and demonstrated on >100 g scale. Detailed reaction calorimetry and thermal analysis of the deoxytrifluoromethylation were performed using cinnamyl alcohol as a model substrate, demonstrating that the reactions could be safely implemented on preparative scale.

ION CHANNEL MODULATORS

The present invention is directed to, in part, fused heteroaryl compounds and compositions useful for preventing and/or treating a disease or condition relating to aberrant function of a voltage-gated, sodium ion channel, for example, abnormal late/persistent sodium current. Methods of treating a disease or condition relating to aberrant function of a sodium ion channel including neurological disorders (e.g., Dravet syndrome, epilepsy), pain, and neuromuscular disorders are also provided herein.

Green synthesis method of ethyl bromodifluoroacetate

The invention provides a green synthesis method of ethyl bromodifluoroacetate. According to the method, 1,1-difluoro-1,2-dichloroethane is used as a starting material; elimination reaction is performed to obtain 1,1-difluoro-2-chloroethylene; the 1,1-difluoro-2-chloroethylene and bromine are subjected to addition to obtain 1,1-difluoro-1,2-dibromo-2-chloroethane; then, the elimination reaction is performed to obtain a 1,1-difluoro-2-bromine-2-chloroethylene; then, the 1,1-difluoro-2-bromine-2-chloroethylene and the bromine are subjected to addition to obtain 1,1-difluoro-1,2,2-tribromo-2-chloroethane; then, sulfur trioxide is used for oxidizing the 1,1-difluoro-1,2,2-tribromo-2-chloroethane; 1,1-difluoro-1-bromoacetyl chloride is obtained; finally, the 1,1-difluoro-1-bromoacetyl chloride and ethyl alcohol are esterified to obtain 2,2-difluoro-2-ethyl bromoacetate. The synthesis method has the advantages that the problems of recovery and utilization of waste materials of 1,1-difluoro-1,2-dichloroethane (R132b) are solved; no organic solvents are used in the reaction process; the oxidation step uses SO3 for oxidation; high temperature and high pressure or concentrated sulfuric acid is not needed; the safety is enhanced; the discharging of waste acid is reduced; the green production requirement is met; the product yield is relatively high; the green synthesis method is suitable for industrial production.