Tag: M.W=300-400

Reference of 120068-79-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 120068-79-3 name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Preparation A1 5-Amino-3-cyano-1-(2,6dichloro-4-trifluoromethylphenyl)-4-iodopyrazole To a stirred solution of 5-amino-3-cyano-1-(2.6-dichloro-4-trifluoromethylphenyl)pyrazole (prepared as described in EP 295 117 A1) (5.0 g) in acetonitrile (60 ml) at room temperature was added N-iodosuccinimide (3.52 g), portionwise over a period of five minutes. Stirring was continued for 1 hr and the mixture was then evaporated to dryness to provide the crude product (8.2 g), still containing succinimide. This may be used without further purification or, if desired, purified by partitioning between dichloromethane and water, separating, drying (MgSO4) and evaporating the organic layer to produce a yellow solid. Trituration with hexane provided the title compound as a white solid, m.p. 213 C. (decomp.).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc.; US6069157; (2000); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 162758-35-2,Some common heterocyclic compound, 162758-35-2, name is 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carboxylic acid, molecular formula is C17H11Cl3N2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: To a solution of the carboxylic acid (1 eq) in dry dichloromethane, was added N-(3-Dimethylaminopropyl)-N?-ethylcarbodiimide hydrochloride (EDC.HCl, 1.2 eq), Hydroxybenzotriazole (1.2 eq) and diisopropylethyl amine (3 eq) at 0C. Then the amine (1.1 eq) was added and stirred at RT for 6h. To the reaction mixture, water was added and the organic layer was separated, washed with saturated NaHCO3, 1N HCl, dried over Na2SO4 and concentrated under reduced pressure. This crude mixture was purified by column chromatography to give the pure compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carboxylic acid, its application will become more common.

Reference:
Article; Ramesh, Remya; Shingare, Rahul D.; Kumar, Vinod; Anand, Amitesh; B, Swetha; Veeraraghavan, Sridhar; Viswanadha, Srikant; Ummanni, Ramesh; Gokhale, Rajesh; Srinivasa Reddy; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 723 – 730;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 120068-79-3, name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 120068-79-3, Application In Synthesis of 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile

In a three-necked flask equipped with a dropping funnel, a stirrer and a thermometer was added lmol of 5-amino-3-cyano-1-(2,6-dichloro-4- (trifluoromethyl) phenyl) -pyrazole (II), 1.5piomicron1 sodium trifluoromethylsulfinate, 800ml of toluene and 0.08 mol (III) ionic liquid,After stirring for 5 min, the mixture was cooled to -2 C with stirring under ice-cooling. The mixture was stirred under stirringIn the above reactor, a solution of 1.2 mol of phosphorus trichloride in 80 ml of toluene was slowly added dropwise, stirred and heated to 50 C for 5 h,The reaction was quenched with ice water, extracted with methylene chloride, the organic phase was kept and washed once with saturated sodium bicarbonate, washed with brine. 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-(trifluoromethylthio)-1H-pyrazole-3-carbonitrile(0.965mol, ? 96% yield) (I),, the purity was 97.7%; further recrystallization was carried out using toluene, and the yield was 90%To give a purity of ? 99% (yield ? 94%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Dongguan City, Green Wheat Field Digital Technology Co.,Ltd; Liu, Lirong; (6 pag.)CN105541718; (2016); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 871239-17-7, name is 3-Bromo-1-(2-chlorophenyl)-1H-pyrazole-5-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3-Bromo-1-(2-chlorophenyl)-1H-pyrazole-5-carboxylic acid

Step H: Preparation of 2-[3-bromo-1-(2-chlorophenyl)-1H-pyrazol-5-yl]-8-methyl-4- oxo-4H-3,1-benzoxazine-6-carbonitrile; To a solution of 3-bromo-1- (2-chlorophenyl)-1H-pyrazole-5-carboxylic (i. e. the carboxylic acid product of Step E) (2.0 g, 6.29 mmol) and 2-amino-3-methyl-5- cyanobenzoic acid (i. e. the product of Step G) (1.1 g, 6.29 mmol) in acetonitrile (60 mL) at room temperature was added 3-picoline (3.2 mL, 32.7 mmol). The reaction mixture was stirred for 5 minutes and then cooled to-10 C. Methanesulfonyl chloride (1.3 mL, 16.4 mmol) was then added dropwise, and after completion of the addition the reaction mixture was warmed to room temperature. On stirring overnight at room temperature, the reaction mixture formed a solid precipitate. The solid was isolated by filtration, washed with water, dissolved in excess methylene chloride and dried (MgS04). After removal of solvent, the residue was purified by chromatography on silica gel to afford the title compound (1.9 g). ¹H NMR (CDCI3) No. 8.31 (s, 1 H), 7.73 (s,lH), 7.45-7.6 (m, 4H), 7.31 (s,lH), 1.84 (s,lH).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 871239-17-7.

Reference:
Patent; E.I. DUPONT DE NEMOURS AND COMPANY; WO2005/118552; (2005); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate

General procedure: Cbz-Arg(N,N-diBoc)-Val-Sta-NH(CH2)2Ph (69). A mixture of Cbz-Orn(N-Boc)-Val-Sta-NH(CH2)2Ph (52) (65 mg, 0.090 mmol) and 4M HCl in dioxane was allowed to stir for 1 h at 20C. The reaction mixture was concentrated to dryness in vacuo to obtain the crude residue as a on oil. The oil was dissolved in DCM (1 mL) and Et3N (6 muL, 0.043 mmol) was added. The solution was stirred vigorously for 5min. N,N?-bis-Boc-1-guanylpyrazole (13 mg, 0.042 mmol) was added and the solution was allowed to stir for 18 h at 20C. The reaction mixture was concentrated to dryness in vacuo to obtain a crude residue. The crude residue was subjected to a silica chromatography gradient eluting from 100% DCM to 10% MeOH/DCM to obtain Cbz-Arg(N,N-diBoc)-Val-Sta-NH(CH2)2Ph (69) as a solid (46 mg, 53%).

The synthetic route of tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nguyen, William; Hodder, Anthony N.; de Lezongard, Richard Bestel; Czabotar, Peter E.; Jarman, Kate E.; O’Neill, Matthew T.; Thompson, Jennifer K.; Jousset Sabroux, Helene; Cowman, Alan F.; Boddey, Justin A.; Sleebs, Brad E.; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 182 – 198;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 120068-79-3 as follows. Recommanded Product: 120068-79-3

In 100 mLReactor30 mL of N, N-dimethylformamide,6.6 g of 1- (2,6-dichloro-4-trifluoromethyl) phenyl-3-cyano-5-aminopyrazole,2.5 g of triethylamine,2.09 g of 1,4-cyclohexanedionyl chloride,After mixing,Put the reactor into the oven,The reaction temperature was 160 C,The reaction time was 360 minutes.After completion of the reaction,The solvent was removed by rotary evaporation,Adjust the pH to neutral,extraction,After drying over anhydrous magnesium sulfate,(Petroleum ether and ethyl acetate (4: 1)) to obtain 6.47 g of (II) 6 as a pale yellow solid,The yield was 83.1% .

According to the analysis of related databases, 120068-79-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; South Central University for Nationalities; Chen, Lianqing; Zhou, Quan; Niu, Xionglei; (17 pag.)CN105693612; (2016); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 120068-79-3, name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, molecular formula is C11H5Cl2F3N4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 120068-79-3

General procedure: Phenylpyrazole (0.2 mmol), arylboronic acid (0.4 mmol), NIS (0.2 mmol), [Pd] (10 mol%), NaHCO3 (0.4 mmol) and C2H5OH:H2O (3:1, 10 mL), were added to a Schlenk tube. Then the tube was charged with N2 and the reaction mixture was stirred at 80 C for 18 h. After the completion of the reaction, as monitored by TLC, the mixture was cooled and filtrated. The filtrate was extracted with ethyl acetate and washed with brine. Then the combined organic extracts were dried over Na2SO4, concentrated under vacuum and the resulting residue was purified by silica gel column chromatography to afford the desired products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 120068-79-3, its application will become more common.

Reference:
Article; Lv, Ting; Zhang, Xiao-Hong; Han, Jiang-Sheng; Zhong, Ping; Journal of Fluorine Chemistry; vol. 137; (2012); p. 44 – 49;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 17635-44-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 17635-44-8 name is 3,4,5-Tribromopyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 3,4,5-tribromo-1 /-/-pyrazole (21 g, 69 mmol) in THF (200 mL) were added tetrahydro-2H-pyran-3-ol (8.5 g, 83 mmol), PPh3(36 g, 138 mmol), DIAD (27 g, 138 mmol) at 0 C. The resulting mixture was stirred at 0 C for 3 hrs. The mixture was poured into water (100 mL) and extracted with EtOAc (3×100 mL). The combined organic layers were washed with brine, dried over anhydrous Na2S04and concentrated. The crude was purified by column chromatography on silica gel (PE: EtOAc= 10: 1 ) to give the title compound as oilsolid (10 g, yield 50%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,4,5-Tribromopyrazole, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DING, Xiao; HO, Ming-Hsun; REN, Feng; YU, Haihua; ZHAN, Yang; (290 pag.)WO2019/12093; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 152120-54-2, A common heterocyclic compound, 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, molecular formula is C14H22N4O4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: Method B. The required amine hydrochloride salt 7 (1.5-6.0 equiv) and pyrazole-1-carboxamide 6a (1.0 equiv) were dissolved in acetonitrile or chloroform (ca. 1 mL per mmol) and triethylamine (twofold excess based on 7) was added drop-wise with stirring, together with anhydrous MgSO4 to dryness. After 16 h the mixture was filtered, evaporated and purified by column chromatography on silica.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Al Shuhaib, Zainab; Davies, Deiniol H.; Dennis, Mark; Evans, Daniel M.; Fletcher, Matthew D.; Franken, Herjan; Hancock, Paul; Hollinshead, Jackie; Jones, Iestyn; Kaehm, Kristina; Murphy, Patrick J.; Nash, Robert; Potter, David; Rowles, Richard; Tetrahedron; vol. 70; 29; (2014); p. 4412 – 4419;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 120068-79-3,Some common heterocyclic compound, 120068-79-3, name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, molecular formula is C11H5Cl2F3N4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 12; To a glass reactor having a central vertical stirrer, a vertical condenser & a dip tube for passing chlorine gas, was charged 730 ml of 3N HC1 in 83.4gm of carbon disulfide, 388gm chlorine gas bubbled over 10 hrs at 24- 25C. Reaction was terminated when carbon disulfide was < 1%. Trichloromethylsulfenyl chloride, 193 gm was obtained after work up & fractionation.Trichloromethylsulfenyl chloride (193 gm) was added in to a mixture of 500 gm water & 100 ml methylene dichloride, along with 83gm Sulfur dioxide gas at 10C, over a period of 4 hrs. Reaction was terminated, when trichloromethyl sulfenyl chloride was <1%. Layer separation gave 228 g of thiophosgene which was added to a stirred mixture of 175 gm activated KF, 1 10 gm ortho-chlorobenzyl chloride and 340 gm spherogel (with 2mm diameter), at 60C, over a period of 3hrs & further maintained at 60C for 2 hrs gave 98% conversion. ortho-Chlorobenzyl trifluoromethylsulfide (138 gms) was isolated by filtration, followed by distillation, which was added to 500 ml methylene chloride, cooled to 0 to 10C & 41 gm chlorine gas was bubbled into it, the reaction was maintained for 2 hrs & then heated slowly to 40-45C. Generated trifluoromethylsulfenyl chloride was passed in to a solution of 5-amino-3-cyano-l-(2,6-dichloro-4- trifluoromethyl phenyl)-pyrazole in methylene dichloride to get 225 g of 5- amino-l-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethyl thiopyrazole. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, its application will become more common. Reference:
Patent; GHARDA, Keki Hormusji; WO2011/107998; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics