Tag: M.W:100-200

Related Products of 17635-45-9, 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. 17635-45-9, name is 4-Pyrazol-1-yl-phenylamine, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 25 1-Isopropyl-7-[4-(pyrazol-1-yl)phenylamino]-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one; Compound With Trifluoroacetic Acid Prepared from 200 mg (0.79 mmol) of 1-isopropyl-7-methanesulfinyl-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one, 250 mg (1.57 mmol) of 1-(4-aminophenyl)pyrazole and 182 muL (2.36 mmol) of trifluoroacetic acid in 3.2 mL of acetonitrile. After heating the reaction mixture overnight, a heavy precipitate forms. The cooled reaction mixture is diluted with ethyl acetate and filtered. The solids are washed with ethyl acetate and dried to give 315 mg (86percent) of the trifluoroacetate salt of the title compound: mp 249-252° C. (dec). Analysis calculated for C18H19N7O.C2HF3O2: C, 51.84; H, 4.35; N, 21.16. Found: C, 51.94; H, 4.37; N, 21.02.

The chemical industry reduces the impact on the environment during synthesis 4-Pyrazol-1-yl-phenylamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Dobrusin, Ellen Myra; Hamby, James Marino; Kramer, James Bernard; Schroeder, Mel Conrad; Showalter, Howard Daniel Hollis; Toogood, Peter; Trumpp-Kallmeyer, Susanne A.; US2004/44012; (2004); A1;,
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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 31037-02-2 as follows. Recommanded Product: Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate

Intermediate 32: Ethyl 5-(benzylsulfanyl)-l-methyl-lH-pyrazole-4-carboxylate Dibenzyl disulfide (101.9 g, 413.57 mmol) was added in portions to a solution of ethyl 5- amino-1 -methyl- lH-pyrazole-4-carboxylate (10 g, 59.11 mmol) in MeCN (400 mL) in an atmosphere of nitrogen and at rt. CuCl (293 mg, 7.14 mmol) was added in portions at rt to the reaction mixture and it was stirred at rt for 30 min. 3 -Methyl- 1-nitrobutane (41.5 g, 354.26 mmol) was added to the reaction mixture and the resulting solution was stirred at rt for 30 min and then at 60C for 1 h. The reaction mixture was allowed to reach rt and the solids were filtered off. The filtrate was concentrated under vacuum and the residue was purified by silica gel column chromatography (EtO Ac/petroleum ether, 1 :8) to give the title compound (11.6 g, 71%) as yellow oil. MS m/z 111 [M+H]+

According to the analysis of related databases, 31037-02-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; BRODDEFALK, Johan, Olof; EMTENAeS, Hans, Fredrik; GRANBERG, Kenneth, Lars; LEMURELL, Malin, Anita; PETTERSEN, Daniel, Tor; PLOWRIGHT, Alleyn, Thomas; ULANDER, Lars, Johan, Andreas; (161 pag.)WO2016/177703; (2016); A1;,
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Synthetic Route of 4054-67-5,Some common heterocyclic compound, 4054-67-5, name is 3,3′,5,5′-Tetramethyl-1H,1’H-4,4′-bipyrazole, molecular formula is C10H14N4, 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.

The ligands 5-(4-carboxyphenoxy)isophthalicacid (H3L) (0.10 mmol, 0.031 g) and 3,3?,5,5?-tetramethyl-4,4?-bipyrazole(bpz) (0.10 mmol, 0.020 g) as well as Cd(OOCCH3)2·2H2O(0.10 mmol, 0.027 g) were dissolved in 10 mL of H2O and the mixturewas stirred for 30 min and then transferred and sealed in a 25 mLTeflon-lined reactor and heated to 160 C for 72 h, and thereafter cooledto room temperature at a rate of 5 C/h. Yellow block crystals of 1 wereobtained in 62% yield based on cadmium. IR: 3397(v); 2924(m);1615(m); 1557(vs); 1509(m); 1450(s); 1372(vs); 1246(vs); 1108(m);970(m); 779(m); 724(m); 640(m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,3′,5,5′-Tetramethyl-1H,1’H-4,4′-bipyrazole, its application will become more common.

Reference:
Article; Cai, Shu-Lan; Lu, Lu; Wu, Wei-Ping; Wang, Jun; Sun, Yan-Chun; Ma, Ai-Qing; Singh, Amita; Kumar, Abhinav; Inorganica Chimica Acta; vol. 484; (2019); p. 291 – 296;,
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Electric Literature of 100114-57-6, 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. 100114-57-6, name is 3-Cyclopropyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Potassium carbonate (7.67 g, 55.56 mmol) was added to 3-cyclopropyl-1 H-pyrazole (2.0 g, 18.52 mmol) in dry DMF (20 ml_) at 25C and the mixture was stirred for 20 minutes. Ethyl bromoacetate (2.06 ml_, 18.52 mmol) was added then the mixture was stirred for 2 days at room temperature. The reaction mixture was neutralized with aqueous 1 M HCI, extracted with ether (40 ml_) and the organic extract was washed with brine (30 ml_), dried over sodium sulfate then evaporated in vacuo. The residue was purified by silica gel column chromatography eluting with hexane:EtOAc 88:12 to afford the title compound as a yellow oil (42%, 1 .50 g). 1H NMR (400 MHz, DMSO-d6): delta ppm 0.59 (d, 2H), 0.83 (d, 2H), 1 .19 (t, 3H), 1 .83 (m, 1 H), 4.13 (q, 2H), 4.91 (s, 2H), 5.94 (d, 1 H), 7.54 (d, 1 H)

The synthetic route of 3-Cyclopropyl-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; ANDREWS, Mark, David; BAGAL, Sharanjeet, Kaur; BROWN, David, Graham; GIBSON, Karl, Richard; OMOTO, Kiyoyuki; RYCKMANS, Thomas; SABNIS, Yogesh; SKERRATT, Sarah, Elizabeth; STUPPLE, Paul, Anthony; WO2014/53967; (2014); A1;,
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Application of 124004-31-5, The chemical industry reduces the impact on the environment during synthesis 124004-31-5, name is 5-Amino-1H-pyrazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

General procedure: The corresponding amino acid2, 4 (0.0173 mol) was dissolved in 2 aqueous l (50 ml),and the formed solution was cooled to 0 in an ice bath.Aqueous NaNO2 (0.019 mol) was dropwise added to thereaction mixture. The mixture was stirred for 30 min, thenaqueous NaN3 (0.026 mol) was carefully added. Thereaction mixture was stirred for 3-4 h. The formed precipitatewas filtered off on a fritted glass filter and washed witha small amount of H2O, then dried in a vacuum desiccatorover P2O5 to constant weight. The filtrate was extractedwith EtOAc, the organic phase was separated and driedover anhydrous Na2SO4. The dried organic phase wasevaporated under reduced pressure on the rotary evaporatorto afford a solid. Both solids were combined.5-Azido-1-pyrazole-3-carboxylic acid (5). Yield 2.32 g(87%), yellow solid, mp 164-165. IR spectrum, nu, cm-1:3309 (NH), 3101 (OH), 2125 (N3), 1675 (C=O). 1H NMRspectrum (400 MHz, DMSO-d6), delta, ppm: 13.76 (2, br. s,NH, COOH); 6.48 (1H, s, -4 pyrazole). 13C NMRspectrum (101 MHz, DMSO-d6), delta, ppm: 160.3; 147.6;136.9; 98.9. Found, m/z: 154.0363 [M+H]+. C4H4N5O2.Calculated, m/z: 154.0360. Found, %: C 31.51; H 1.82;N 45.37. 4H3N5O2. Calculated, %: C 31.38; H 1.98;N 45.74.

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-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Dalinger, Aleksander I.; Medved?ko, Alexey V.; Balalaeva, Alexandra I.; Vatsadze, Irina ?.; Dalinger, Igor L.; Vatsadze, Sergey Z.; Chemistry of Heterocyclic Compounds; vol. 56; 2; (2020); p. 180 – 191;,
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. 1018446-95-1, name is tert-Butyl 4-amino-1H-pyrazole-1-carboxylate, A new synthetic method of this compound is introduced below., SDS of cas: 1018446-95-1

0196-1 tert-Butyl 4-amino-1H-pyrazole-1-carboxylate (25 mg), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (5 mg), cesium carbonate (45 mg), and tris(dibenzylideneacetone)dipalladium(0) (5 mg) were added to a solution of N-(7-bromo-1,5-naphthyridin-2-yl)-5-cyclopentyl-N-((2-(trimethylsilyl)ethoxy)methyl)-1,3,4-thiadiazole-2-amine (40 mg) in 1,4-dioxane (1 mL), followed by stirring at 100 C. for 8 hours in a nitrogen atmosphere. 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene (5 mg) and tris(dibenzylideneacetone)dipalladium(0) (5 mg) were added thereto, followed by stirring at 100 C. for 3 hours in a nitrogen atmosphere. The reaction mixture was cooled to room temperature, and ethyl acetate and water were added thereto. The organic layer was collected by separation, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate, NH silica), thereby obtaining tert-butyl 4-((6-((5-cyclopentyl-1,3,4-thiadiazol-2-yl)((2-(trimethylsilyl)ethoxy)methyl)amino)-1,5-naphthyridin-3-yl)amino)-1H-pyrazole-1-carboxylate (40 mg). MS m/z (M+H): 609.

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:
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; TERAO, Takahiro; NAKAGAWA, Daisuke; TANABE, Shintaro; KATO, Takayuki; YAMAMOTO, Masahiko; SEKINE, Shinichiro; MASHIKO, Tomoyuki; INUKI, Shinsuke; UEDA, Satoshi; US2015/322063; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 16034-46-1, name is 1-Methyl-1H-pyrazole-5-carboxylic acid, 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. Product Details of 16034-46-1

General procedure: The DCC (1.2 equiv) was added to the solution of 1 (0.2 mmol), DMAP (0.2 equiv), and appropriate carboxylic acid (1.2 equiv) in anhydrous CH2Cl2 (8 mL) at 0 C. The resulting mixture was stirred at room temperature until the starting material was not observed by TLC. The reaction mixture was filtered, and the residue was washed with CH2Cl2 (2 × 10 mL). Then, the CH2Cl2 solution was washed with 5% HCl (3 × 30 mL), saturated NaHCO3 (3 × 30 mL) and saturated NaCl (3 × 30 mL), respectively. Subsequently, the organic layer was dried over anhydrous Na2SO4 and concentrated to dryness under reduced pressure. At last, the residue was purified by column chromatography over the silica gel to yield the pure target compounds.

The synthetic route of 1-Methyl-1H-pyrazole-5-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Li-Jun; Geng, Chang-An; Ma, Yun-Bao; Huang, Xiao-Yan; Luo, Jie; Chen, Hao; Guo, Rui-Hua; Zhang, Xue-Mei; Chen, Ji-Jun; Bioorganic and Medicinal Chemistry; vol. 20; 9; (2012); p. 2877 – 2888;,
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Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 29097-00-5, A common heterocyclic compound, 29097-00-5, name is Methyl 3-amino-1H-pyrazole-4-carboxylate, molecular formula is C5H7N3O2, 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: A solution of 5-aminopyrazole 5g (1 mmol) and ynone 7 (1 mmol) inMeOH (1 mL) was added dropwise to a mixture of AcOH (0.5 mL) andwater (10 mL) and the mixture was stirred at r.t. for 7 days. The productwas extracted by CH2Cl2 (3×25 mL) and the combined organic phaseswere dried over anhydrous Na2SO4, filtered, and the filtrate was evaporatedin vacuo. The residue was purified by CC (EtOAc/hexanes).Fractions containing the product were combined and evaporated invacuo to give 10.

The synthetic route of 29097-00-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Petek, Nejc; ?tefane, Bogdan; Novinec, Marko; Svete, Jurij; Bioorganic Chemistry; vol. 84; (2019); p. 226 – 238;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 27006-76-4, These common heterocyclic compound, 27006-76-4, name is 5-Chloro-1,3-dimethyl-1H-pyrazole-4-carboxaldehyde, 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: All reactions were carried out in vials under nitrogen atmosphere. Step 1: A solution of compound 8 (100 mumol, 1.0 equiv) and compound 9 (150 mumol, 1.5 equiv) in DMF (0.1 M) was treated with K2CO3 (300 mumol, 3.0 equiv) and stirred at 110 C for 16 h (LCMS check). The reaction was filtered and the filtrate concentrated to afford 10. The crude aldehyde 10 (100 mumol, 1.0 equiv) was dissolved in acetone:water (2:1, 0.1 M) and treated with KMnO4 (600 mumol, 6 equiv) and stirred at 30 C for 16 h (LCMS check). The reaction was filtered and the filtrate concentrated to afford 11. The crude acid 11 (100 mumol, 1.0 equiv) was treated with HATU (120 mumol, 1.20 equiv) followed by the crude amine (100 mumol, 1.0 equiv) and NEt3 (300 mumol, 3.0 equiv). The reaction was stirred at 30 C for 16 h (LCMS check). The reactions were concentrated and purified directly by reversed phase preparative HPLC using a C18 column and eluting with acetonitrile-water (0.225% formic acid or pH = 10 NH4OH) gradient. All compounds were deemed greater than 95% purity by LCMS and HPLC.

The synthetic route of 27006-76-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Londregan, Allyn T.; Piotrowski, David W.; Futatsugi, Kentaro; Warmus, Joseph S.; Boehm, Markus; Carpino, Philip A.; Chin, Janice E.; Janssen, Ann M.; Roush, Nicole S.; Buxton, Joanne; Hinchey, Terri; Bioorganic and Medicinal Chemistry Letters; vol. 23; 5; (2013); p. 1407 – 1411;,
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. 176969-34-9, name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 176969-34-9

The compound of formula (III) was added to a 5% aqueous solution of sodium hydroxide, reacted at 60 C for 3 hours, and then hydrochloric acid was added to neutralize the pH to a weak acidity,(IV) (40 mmol) was refluxed with thionyl chloride (0.4 mol) for 4 hours, and the compound of formula (IV)Methyl-3-difluoromethyl-1H-pyrazole-4-carbonyl chloride in the presence of 10 mL of methylene chloride was added to a solution of the compound of formula (V) Of ammonia(VI) 1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxamide was obtained by distilling off the reaction at room temperature for 4 hours at the end of the reaction. (VII) was added to oxalyl chloride (0.1 mol), stirred at room temperature for 1 hour and refluxed for 5 hours. After completion of the reaction, the compound of formula (VII) was distilled off under reduced pressure.

According to the analysis of related databases, 176969-34-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhejiang University of Technology; Liu Xinghai; Wang Han; Zhai Zhiwen; Shen Zhonghua; Tan Chengxia; Weng Jianquan; Wu Hongke; (10 pag.)CN107033081; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics