Tag: M.W=300-400

Adding a certain compound to certain chemical reactions, such as: 139756-04-0, name is 1-Methyl-4-(2-propoxybenzamido)-3-propyl-1H-pyrazole-5-carboxamide, 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 139756-04-0, Product Details of 139756-04-0

In step 1, 4-[2-propyloxy-5-(chlorosulfonyl)benzamido] – l-methyl-3-propyl-5-carbamoyl pyrazole is prepared. Precisely, the proper amount of 4-[2-propyloxy benzamido]-l-methyl-3-propyl-5-carbamoyl pyrazole is added to the solution of the proper amount of chlorosulfonic acid cooled at 0 0C. The mixture is stirred, filtered, washed and dried to give 4-[2-propyloxy-5-(chlorosulfonyl)benzamido ]- l-methyl-3-propyl-5-carbamoyl pyrazole.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-4-(2-propoxybenzamido)-3-propyl-1H-pyrazole-5-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; DONG-A PHARMACEUTICAL.CO., LTD.; WO2006/132460; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 17635-44-8, name is 3,4,5-Tribromopyrazole, 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 17635-44-8, 17635-44-8

EXAMPLE 1 Preparation of Ethyl 3,4,5-Tribromopyrazole-1-acetate A quantity (92 gm., 0.3 mole) 3,4,5-tribromopyrazole was added with vigorous stirring to a solution of 7.1 gm. sodium (0.31 mole) in 300 ml. absolute ethanol. After the mixing was complete, 100 gm. (0.6 mole) ethyl bromoacetate was added dropwise while stirring was continued. The mixture was diluted with 200 ml. absolute ethanol and this reaction mixture was stirred at about 25 C. for about 18 hrs. After removing most of the ethanol by evaporation under reduced pressure, 100 ml. of 6 N hydrochloric acid was added to the residue, and this aqueous acid mixture was made alkaline with solid sodium carbonate. The aqueous layer was separated and extracted with three 60-ml, portions of ether. The ether extracts were combined, washed with three 40-ml. portions of water, and dried with anhydrous magnesium sulfate. After removing the ether by evaporation under reduced pressure, there was obtained a white solid. Recrystallization from technical hexane (Skellysolve B, a mixture of isomeric hexanes having a boiling range between 61 C. and 69 C.) gave 96.0 gm. of ethyl 3,4,5-tribromopyrazole-1-acetate having a melting point at 101 to 103 C. Analysis: Calc’d. for C7 H7 Br3 N2 O2: C, 21.51; H, 1.81; N, 7.17; Br, 61.33. Found: C, 21.79; H, 1.62; N, 6.96; Br, 61.56.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3,4,5-Tribromopyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Upjohn Company; US4084955; (1978); 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. 17635-44-8, name is 3,4,5-Tribromopyrazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C3HBr3N2

To a solution of 3,4,5-tribromo-1H-pyrazole (25 g, 81.96 mmol, 1.0 eq) in THF (300 ml), was added n-BuLi (2.5 M in hexanes, 65.6 ml, 164 mmol, 2.0 eq) over 30 min at -78 C. and the RM was stirred at this temperature for 30 min. The RM was quenched by the dropwise addition of MeOH-THF (2:3; 125 ml) at -78 C., and stirred for an additional 1.5 h while gradually allowing it to warm to RT. The solvent was removed under reduced pressure. The residue was diluted with diethyl ether (600 ml), washed with aq. HCl (0.5 N, 60 ml) and brine (75 ml), dried (Na2SO4), filtered and concentrated under reduced pressure to afford the title product (16 g, 86%)

According to the analysis of related databases, 17635-44-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUeNENTHAL GMBH; Schunk, Stefan; Reich, Melanie; Koenigs, Rene Michael; (62 pag.)US2017/101397; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products 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.

To a solution of N-alpha-Boc-D-lysine (13.0 g, 52.7 mmol) in EtOH (290 mL) was added N,N’-bis-Boc-1-guanylpyrazole (16.3 g, 52.7 mmol) and triethyl amine (10.6 g, 105 mmol). The reaction mixture was stirred at room temperature for 6 h. Solvent was removed and the residue was purified by column chromatography (silica gel, 10:1 CH2Cl2/MeOH) to afford a pyrazole salt (25.0 g) as colorless oil. _The salt was dissolved in 1 N NaOH (300 mL) and neutralized with 1 N HCl (305 mL) The resulting precipitate was filtered out and dried, to afford compound 3 (22.0 g, 85%) as a white solid: 1H NMR (400 MHz, CDCl3) delta 11.48 (br s, 1H), 8.35 (br s, 1H), 5.23 (d, J=7.5 Hz, 1H), 4.23 (br s, 1H), 3.48-3.25 (m, 2H), 1.96-1.50 (m, 6H), 1.51 (s, 9H), 1.49 (s, 9H), 1.43 (s, 9H).

The synthetic route of 152120-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PARION SCIENCES, INC.; JOHNSON, Michael Ross; THELIN, William Robert; BOUCHER, Richard C.; US2013/324559; (2013); A1;,
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, COA of Formula: C11H5Cl2F3N4

EXAMPLE 6 Use of Trifluoromethanesulfinic Acid Prepared in Accordance with the Invention for Synthesis of Fipronil A 500 ml jacketed reactor with stirrer, baffles and condenser was initially charged under a nitrogen atmosphere with 103 g of ethylbenzene, 6.3 g of dimethylisopropylamine hydrochloride (0.050 mol, 99%) and 15.5 g of potassium chloride (0.208 mmol). Subsequently, 31.5 g of trifluoromethanesulfinic acid (0.223 mol, 95.0%), 17.9 g of dimethylisopropylamine (0.203 mol, 99%) and 24.2 g of thionyl chloride (203 mmol, 99.7%) were metered in at 0 C. with cooling. After subsequently adding 54.8 g of 5-amino-3-cyano-1-(2,6-dichlor-4-trifluoromethylphenyl)pyrazole, the reaction mixture was stirred at 0 C. for 1 h, then heated to 35 C. over 45 min and stirred at 35 C. for a further 10 h. After the reaction had been quenched with sodium hydroxide solution and extracted with ethyl acetate and ethylbenzene, a nonisolated yield of fipronil of 80% was obtained in the crude solution (determination by means of quantitative HPLC).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASF SE; US2011/190510; (2011); A1;,
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. 27511-79-1, name is 3-Amino-1H-pyrazole-4-carboxamide sulfate(2:1), This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H14N8O6S

This embodiment relates to a process for synthesizing a pyrazolo [3,4-d] pyrimidine compound, which comprises the following steps:Step one, 15 g of 3-aminopyrazole-4-carboxamide hemisulfateAnd 150g of formamide (molar ratio of 1:10) was added to a 100mL three-necked round bottom flask, first with hydrochloric acid to adjust the pH to 2.6, and then warmed to 115 , and stirred at this temperature for 12h at room temperature, the reaction mixture First clear as a clear solution and then gradually precipitated a white solid, the reaction was cooled to room temperature after the reaction;Step two, the product obtained in step one was placed in the range of 7 12h,Let the product fully crystallized from formamide solution;Step three, the filter, the filtrate recovery applied, the resulting crystal crude beaker into the beater by mass than the crude product: purified water ratio of 1:14 by adding purified water, beating washing 3 hours;Step four, filtered again, the filtrate was discarded, the filter cake was washed with purified water until the eluate pH ? 6, after drying to obtain a white 4-hydroxypyrazolo [3,4-d] pyrimidine, the state is white Crystal powder, molar yield of 92.1%, purity of 99.8%

According to the analysis of related databases, 27511-79-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Titan Technology Co., Ltd.; Xie Yingbo; Zhang Qing; Zhang Hua; Xu Xiaobing; Zhang Weiyan; Luo Guiyun; (6 pag.)CN104447758; (2017); B;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 162758-35-2, The chemical industry reduces the impact on the environment during synthesis 162758-35-2, name is 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

Scheme 3 depicts the conversion of the carboxylic acid from Scheme 1 to its acid chloride using thionyl chloride or oxalyl chloride in dichloroethane at ambient to elevated temperatures followed by treatment with an amine such as alanine ethyl ester (A=methyl, n=0) in the presence of triethylamine to afford the amide ester (step a). Hydrolysis of the ester with lithium hydroxide in aqueous THF solution and acidification with dilute hydrochloric acid solution should yield the amide carboxylic acid (step b). This acid can be further treated with Boc anhydride (Boc2O) in THF in the presence of pyridine, followed by a solution of ammonia in THF at 0 degrees to ambient temperature to yield the carboxamido compound (step c).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methylpyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JENRIN DISCOVERY; US2007/213302; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 95162-14-4, 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 95162-14-4 as follows.

Intermediate 12: Methyl [N- (TERT-BUTOXVCARBONYL)-4- (1-TRITYL-1H-PVRAZOL-4-VL)-L-PHENVLALANINATE] To a mixture of [BROMOPYRAZOLE] (11) (1. 0g, 2. [56MOL),] boronic acid (1) (0.7g, 2. [14MMOL),] and potassium carbonate (1.5g, 10. [7MMOL)] in degassed DME [(10ML)] was added [PDCI2 [DPPF]] (0.088g, [0.] [1MMOL).] The reaction mixture was then heated to [70C] under nitrogen for 24 hours. Solvent was then removed in vacuo, and the residue was partitioned between ethyl acetate and water. The organic portion was dried over sodium sulphate and solvent evaporated in vacuo to give the crude product. Purification via silica gel chromatography (ethyl acetate/petroleum ether 40-60 1: 4) gave the title compound (0.74g) LCMS RT 4.11 min, [[CPH3] + 243]

According to the analysis of related databases, 95162-14-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2003/104200; (2003); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 152120-54-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of piperidine-4-carboxylic acid trifluoroacetate salt (0.20 g, 0.82 mmol) in methanol (10 mL), triethylamine (0.20 mL, 1.6 mmol) and N,N’-bis{[(2-methyl-2-propanyl)oxy]carbonyl}-1H-pyrazole-1-carboximidamide (0.30 g, 0.98 mmol) was added and the reaction mixture stirred at room temperature for 18 h. The solvent was evaporated under reduced pressure and the resulting residue dissolved in ethyl acetate and washed with brine. The organic layer was dried and concentrated to dryness to obtain the title compound (200 mg, 76%) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta 3.91 (d, 2H), 3.30 (t, 2H), 2.63-2.66 (m, 1H), 1.90-1.96 (m, 2H), 1.67-1.69 (m, 2H), 1.45 (s, 18H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; Imagawa, Akira; Kondo, Takashi; Nishiyama, Taihei; Courtney, Steve; Yarnold, Chris; Ichihara, Osamu; Flanagan, Stuart; US2015/152048; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 152120-54-2,Some common heterocyclic compound, 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, molecular formula is C14H22N4O4, 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.

To a stirred solution of N,N?-di-Boc-pyrazologuanidine (1,0 g, 3,22 mmol) in dry THF (20 mL) under N2 atmosphere, PPh3 (1,27 g, 4,19 mmol) and crotyl alcohol (0,36 mL, 4,19 mmol) were added. The mixture was cooled to 0 Cand DIAD (0,91 mL, 4,84 mmol) was added dropwise. The mixture was stirred at 0 C for 15 min then at room temperature for 2 h, then it was diluted with AcOEt and washed with water. The aqueous phase was back-extracted with AcOEt. The combined organic phases were washed with brine, dried over Na2SO4, filtered and evaporated under reduced pressure. The crude residue was purified with flash chromatography on silica gel, eluting with 10% AcOEt/Hex to give pure compound 9 (0.95 g, 95% yield). 1H NMR (400 MHz CDCl3) delta 7.89 (s, 1H), 7.66 (s, 1H), 6.37 (s, 1H), 5.60 (m, 2H), 4.18 (m, 2H), 1.62 (s, 3H), 1.44 (s, 9H), 1.22 (s, 9H). LC-MS(ES) m/z = 387.1 [M+Na]+, 365.1 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, its application will become more common.

Reference:
Article; Borgini, Matteo; Orofino, Francesco; Truglio, Giuseppina I.; Balestri, Lorenzo; Botta, Maurizio; Arkivoc; vol. 2019; 4; (2019);,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics