Month: September 2021

Reference of 15802-75-2, 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. 15802-75-2, name is 4-Iodo-3-methyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Under nitrogen protection,To a 10 ml Schlek reaction tube (a glass instrument commonly used in anhydrous oxygenless operation) was added 1.0 mmolBromo-5- (4- (6-bromopyridyl-3) phenyl) pyridine, 2.2 mmol3-methyl-4-iodopyrazole,0.03 mmol of palladium acetate, 0.05 mmol of di-t-butyl (2 ‘, 4′, 6′-triisopropyl-3,6-dimethoxybiphenyl-2-yl) phosphine, 6.0 mmol of sodium tert-butoxide ,And 5 ml of toluene,The reaction tube was purged with nitrogen three times,And then heated to 110 C with an oil bath under magnetic stirring, and the reaction was refluxed for 24 hours. Down to room temperatureThe reaction solution was further added, 4.0 mmol of 4-carboxyphenylboronic acid, 0.03 mmol of palladium acetate,0.06 mmol 2′-dicyclohexylphosphino-2,6-di-I-propyl-4-sulfonate-1,1’-biphenyl sodium,8.0 mmol of potassium carbonate, and 100 mmol of water; and then heated to 100 C with an oil bath under magnetic stirring,The reaction was refluxed for 40 hours. Down to room temperature; add 20 ml of water, filtration, with concentrated hydrochloric acid to adjust the pH of the filtrate to 1,After stirring at room temperature for 3 h, the mixture was filtered, washed with ethanol and dried to obtain product 21, yield 77%.The mass spectrum (ESI) data for this product (C38H28N6O4) was 632.26.

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, 4-Iodo-3-methyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Luoyang Normal College; Li Hongmei; Xu Chen; Wang Zhiqiang; Tu Tianyong; Hao Xinqi; (10 pag.)CN106674208; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 127107-23-7, 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. 127107-23-7, name is 1-Methyl-1H-pyrazol-4-amine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

Step 4) fert-butyl 5-((5-chloro-2-((l-methyl-lH-pyrazol-4-yl)amino)pyrimidin-4-yl)amino)-5- (cvanomethyl)hexahydrocvclopentarc1pyrrole-2(lH)-carboxylate [0464] To a suspension of tert-butyl 5-(cyanomethyl)-5-((2,5-dichloropyrimidin-4-yl)amino) hexahydrocyclopenta[c]pyrrole-2(lH)-carboxylate (631.5 mg, 1.53 mmol) and 1-methyl-lH- pyrazol-4-amine hydrochloride (213.2 mg, 1.60 mmol) in -BuOH (10 mL) was added Et3N (322.1 mg, 3.18 mmol). The reaction mixture was stirred at 150 C in a sealed tube overnight and concentrated in vacuo. The residue was purified by silica gel column chromatography (MeOH/DCM (v/v) = 1/50) to give the title compound as a yellow solid (283.0 mg, yield 39.1%). LC-MS (ESI, pos. ion) m/z: 473.3 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 1-Methyl-1H-pyrazol-4-amine hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; LI, Xiaobo; CHEN, Wuhong; ZHANG, Tao; HU, Haiyang; DAI, Weilong; WU, Yanjun; (192 pag.)WO2017/44434; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 18048-64-1, 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 18048-64-1 as follows.

5- (2-hydroxy-3-amino-5,6,7,8-tetrahydronaphthalen-2-yl) – furan-2-carboxylic acid(1.0g, 3.66m mol), dissolved in 40ml 1mol / l of HCl solution, cooled to0 , thereto was slowly added dropwise of NaNO2(303 mg of the, 4.39m mol) in 40ml aqueoussolution; BI dropwise, maintaining the reaction temperature of the reaction was continued for 30min, TLC trace starting material 5- (2-hydroxy – 3-amino-5,6,7,8-tetrahydronaphthalen-2-yl) -furan-2-carboxylic acid.Was added1- (3,4-dimethylphenyl) methyl-1H-pyrrol-5 (4 hydrogen) -one (740 mg of, -3-3.66m mol), adjusted pH with saturated sodium bicarbonate solution after 15min about 8, was added40ml of absolute ethanol, the reaction naturally to room temperature.24h after LC-MS testing of raw materials reactionwas complete.Filtered, the filter cake washed with water to prepare a suspension adjust PH around 5, and then filtered, the filter cake after dryingcolumn chromatography to obtain the target product (Z) -5- (3- (2- (1- (3,4-dimethyl phenyl) -3-methyl-5-oxo-1,5-dihydro – pyrazol-4-ylidene) hydrazino) -2-hydroxy-5,6,7,8-tetrahydronaphthalene -1 -yl) – furan-2-carboxylic acid (compound 18) (192mg, 10.8% yield).

According to the analysis of related databases, 18048-64-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Qilu Pharmaceutical Co., Ltd; Wang, Jingyi; Fan, Chuanwen; Zhang, Long; Yan, Shousheng; Zhang, Soming; Zhao, Hongbing; Zhou, Haojie; Yang, Chuanwei; Zhao, Hongling; Yang, Yingying; (46 pag.)CN103360317; (2016); B;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 16617-46-2, name is 3-Amino-1H-pyrazole-4-carbonitrile, A new synthetic method of this compound is introduced below., name: 3-Amino-1H-pyrazole-4-carbonitrile

To a solution of 3-amino-4-cyanopyrazole (100 g, 0.9 mol) in DMF (1 L) is added NBS (197.5 g, 1.1 mol) and mixture is stirred for 10 h at ambient temperature. The mixture is concentrated in vacuo then dissolved in EtOAc and washed with brine (8×). The organics are collected and concentrated in vacuo to afford I-70 (50 g, 29%) m/z 187.0 [M+].

The synthetic route of 16617-46-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BENTZIEN, Joerg Martin; BERRY, Angela Kay; BOSANAC, Todd; BURKE, Michael Jason; DISALVO, Darren Todd; HORAN, Joshua Courtney; LIANG, Shuang; MAO, Can; MAO, Wang; SHEN, Yue; SOLEYMANZADEH, Fariba; ZINDELL, Renee M.; US2014/45813; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 120068-79-3, 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. 120068-79-3, name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Comparative Example 13; [0123] Direct sulfinylation of N-phenyl pyrazole starting material (III) according to known methods was tested. As such, sulfinylation was attempted using CF3SO2Na in the presence of a halogenating agent such as POCl3, SOCl2 or PBr3. (III) (II)The reaction reagents and conditions tested are provided in Table I below. Table IUl The results are provided in Table II below: Table II[0124] The reaction proceeded to the desired product, Fipronil, when SOCl2 or POCl3 were used as halogenating agents. However, PBr3 did not yield the desired product, or at least not in acceptable yield (about 6%~8% (II) in the reaction mixture, according to 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; VETOQUINOL; WO2009/77853; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 15001-11-3, These common heterocyclic compound, 15001-11-3, name is Ethyl 5-amino-1-(p-tolyl)-1H-pyrazole-4-carboxylate, 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: To ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate (2a, 1.60 g, 6.92 mmol) in 4N HCl in 1,4-dioxane (35 mL) at room temperature was added methyl cyanoformate (1.77 g, 20.8 mmol). The mixture was stirred at 100 C for 14 h and was cooled to room temperature. After 1,4-dioxane was removed in vacuo and the residue was partitioned between methylene chloride and water. The organic layer was dried over magnesium sulfate and was evaporated in vacuo. The residue was chromatographed on a silica gel column with a mixture of methylene chloride and ethyl acetate (7:1) to give the desired product 3a (1.47 g, 78 %).

The synthetic route of 15001-11-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Heo, Yun-Jeong; Jeon, Moon-Kook; Tetrahedron; vol. 73; 40; (2017); p. 5959 – 5973;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 16078-71-0, name is Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate, 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 16078-71-0, Recommanded Product: Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate

A mixture of 1.50 g (6 mmol) of ethyl 5-amine-1-phenyl-1Hpyrazole-4-carboxylate (13) and 20 mL of 85% phosphoric acidwas maintained under reflux and stirring for 6 h at 170 C. Aftercompletion of the reaction, 50 mL of crushed ice was added, andthen the mixture was basified to pH 7 with NaOH (6 M aq). Themixture was extracted with dichloromethane (3 30 mL). Thecombined organic solution was washed with water (3 50 mL),dried (anhydrous sodium sulfate), filtered, and concentrated undervacuum to afford 14 as a brown oil.Yield: 86%. IR (KBr. cm1): 3418-3182; 1618; 1597; 1550;760-694. 1H NMR (400 MHz, CDCl3, TMS, d in ppm): 3.84 (s, 2H,NH2); 5.61 (d, 1H, J = 2.0 Hz, H4); 7.42 (d, 1H, J = 1.8 Hz, H3);7.57-7.32 (m, 5H, H20, H30, H40, H50, H60). 13C NMR (100 MHz,CDCl3, TMS, d in ppm): 90.6; 123.9; 127.4; 129.4; 138.6; 140.3;144.7. EI [M1] 157.8.

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, Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Silva, Thais B.; Bernardino, Alice M.R.; Ferreira, Maria de Lourdes G.; Rogerio, Kamilla R.; Carvalho, Leonardo J.M.; Boechat, Nubia; Pinheiro, Luiz C.S.; Bioorganic and Medicinal Chemistry; vol. 24; 18; (2016); p. 4492 – 4498;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 37718-11-9, name is 1H-Pyrazole-4-carboxylic acid, 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 37718-11-9, Recommanded Product: 37718-11-9

In a 3L three-necked bottle, 1H-pyrazole-4-carboxylic acid (SM1, 112.0 g, 1.0 mol) and DMF (500 ml) were added and controlled.The system temperature is 0-5°C, and a solution of 254 g (2.0 mol) oxalyl chloride in DMF (500 ml) is slowly added dropwise to the solution of oxalyl chloride in DMF.During the liquid process, the temperature of the control system is maintained at 0-5°C. After the DMF solution of the acyl chloride reagent is added dropwise,Warm to room temperature (25-30°C) and stir for 2h. Then spin to obtain 1H-pyrazole-4-carboxylic acid chloride;

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1H-Pyrazole-4-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Xiamen Hailejing Biochemical Co., Ltd.; Qiu Binglin; Chen Huadong; Zhong Baoxiang; Li Jinlin; Huang Zhizheng; (14 pag.)CN107915738; (2018); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 118430-74-3, name is 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H11N3

Example 161 Synthesis of N4-(3-cyclopropyl-1-methyl-1H-pyrazol-5-yl)-7-(3,5-dimethylisoxazol-4-yl)-6-methoxy-9H-pyrimido[4,5-b]indole-2,4-diamine (Cpd. No. 206) Pd2(dba)3 (18 mg) and BINAP (26 mg) were mixed in anhydrous toluene. And the mixture was heated at reflux for 3-4 minutes. This mixture was transferred into a round-bottom flask containing ZBB253 (60 mg), 3-cyclopropyl-1-methyl-1H-pyrazol-5-amine (84 mg), K3PO4 (130 mg), and toluene (2 mL). The mixture was heated at reflux for overnight before quenching with methanol. The reaction mixture was filtered and the mixture was purified by HPLC to yield Cpd. No. 206 as a CF3CO2H salt in 15 mg. ESI-MS calculated for C23H25N8O2 [M+H]+=445.21; Observed: 445.54. 1H NMR (300 MHz, MeOD) delta 7.70 (s, 1H), 7.35 (s, 1H), 6.09 (s, 1H), 3.92 (s, 3H), 3.74 (s, 3H), 2.33 (s, 3H), 2.16 (s, 3H), 1.98-1.88 (m, 1H), 1.03-0.93 (m, 2H), 0.78-0.71 (m, 2H).

The synthetic route of 118430-74-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; Wang, Shaomeng; Zhao, Yujun; Zhou, Bing; Aguilar, Angelo; Liu, Liu; Bai, Longchuan; McEachern, Donna; Sun, Duxin; Wen, Bo; Luo, Ruijuan; Zhao, Ting; Chinnaiyan, Arul; Asangani, Irfan A.; Stuckey, Jeanne; Meagher, Jennifer Lynn; Ran, Xu; US2015/246923; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 4054-67-5, name is 3,3′,5,5′-Tetramethyl-1H,1’H-4,4′-bipyrazole, 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. SDS of cas: 4054-67-5

General procedure: A mixture of H2L (0.15 mmol, 0.057 g), phen (0.25 mmol, 0.050 g), Zn(Ac)2·2H2O (0.40 mmol, 0.088 g) and 12 mL H2O was placed in a 25 mL Teflon-lined stainless steel container, heated to 180 C for 72 h,and then cooled to room temperature at a rate of 5 C/h.

The synthetic route of 3,3′,5,5′-Tetramethyl-1H,1’H-4,4′-bipyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Jun; Bai, Chao; Hu, Huai-Ming; Yuan, Fei; Xue, Gang-Lin; Journal of Solid State Chemistry; vol. 249; (2017); p. 87 – 97;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics