Tag: M.W:100-200

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. 78703-53-4, name is 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid

A solution of 3-(4-chloro-2-methylphenyl)piperidine hydrochloride (50 mg, 0.203 mmol) (Intermediate la5) in DCM (10 mL) was treated with 1,3 -dimethyl- lH-pyrazole-4- carboxylic acid (31.3 mg, 0.223 mmol), l-ethyl-3-(3-dimethylaminopropyl)carbodimide hydrochloride (48.7 mg, 0.254 mmol), 1-hydroxybenzotriazole hydrate (34.8 mg, 0.227 mmol) and triethylamine (0.057 mL, 0.406 mmol). The mixture was stirred at room temperature for 17 hours. Water was added to the reaction mixture which was stirred vigorously for 30 minutes before the phases were separated using a phase separation cartridge. The organic phase was concentrated in vacuo. The crude product was purified by preparative LCMS (basic conditions) to give the title compound 3-(4-chloro-2- methylphenyl)-l-[(l,3-dimethyl-lH-pyrazol-4-yl)carbonyl]piperidine (42 mg, 62%). 1H NMR (400 MHz, DCM-d2) delta ppm 1.57 – 2.07 (m, 4 H) 2.32 (s, 6 H) 2.78 – 3.07 (m, 3 H) 3.87 (s, 3 H) 4.12 – 4.52 (m, 2 H) 7.14 – 7.22 (m, 3 H) 7.45 (s, 1 H) MS ES+: 332

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 78703-53-4.

Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BOUSBA, Sarah; GOLDBY, Anne; JENKINS, Kerry; KINSELLA, Natasha; TEALL, Martin; WO2015/19103; (2015); A1;,
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 31037-02-2 as follows. COA of Formula: C7H11N3O2

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;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application 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;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 5932-27-4, A common heterocyclic compound, 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, molecular formula is C6H8N2O2, 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.

A 2M aqueous sodium hydroxide solution (1.8 mL, 3.6 mmol) was added to a solution of ethyl 1 H-pyrazole-4-carboxylate (0.2g, 1.55 mmol) in ethanol (4 mL). The reaction mixture was stirred at room temperature overnight and at 80 °C for 2 further hours. The ethanol was evaporated and the mixture was neutralized to give a precipitate which was filtered and dried to give the title compound (0.089 g, 51percent) as a white solid.LRMS (m/z): 113 (M+1)+.

The synthetic route of 5932-27-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; BACH TANA, Jordi; PAGES SANTACANA, Lluis Miquel; TALTAVULL MOLL, Joan; CATURLA JAVALOYES, Juan Francisco; MATASSA, Victor Giulio; WO2011/76419; (2011); A1;,
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. 288148-34-5, name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, A new synthetic method of this compound is introduced below., Quality Control of 1-Methyl-1H-pyrazole-4-sulfonyl chloride

General procedure: A mixture of the appropriate (aryloxy)ethyl piperidine(0.38 mmol) in CH2Cl2 (3 mL), and TEA (1.14 mmol) was cooled down (ice bath), and arylsulfonyl chloride (0.46 mmol) was added at 0 C in one portion. The reaction mixture was stirred for 2-6 h under cooling. Then, the solvent was evaporated and the sulfonamides were purified using silica gel column with CH2Cl2/MeOH as an eluting system. Free bases were then converted into the hydrochloride salts by treatment of their solution in anhydrous ethanol with 1.25 M HCl in MeOH.; 9.2.6.8 1-Methyl-N-(1-{[2-(t-butyl-2-yl)phenoxy]ethyl}piperidin-4-yl)-N-methyl-1H-pyrazole-sulfonamide (17) Yellow oil, 80 mg following chromatographic purification over silica gel with CH2Cl2/MeOH (9:0.7); LC/MS purity 100%, tR = 4.81, C22H34N4O3S, MW 434.60, Monoisotopic Mass 434.24, [M+H]+ 435.5. 1H NMR (300 MHz, CDCl3) delta 1.37 (s, 9H), 1.50-1.58 (m, 2H), 1.70 (qd, J = 12.17, 3.89 Hz, 2H) 2.19 (td, J = 11.80, 2.23 Hz, 2H), 2.73 (s, 3H), 2.82 (t, J = 6.07 Hz, 2H), 2.97-3.04 (m, 2H), 3.76-3.88 (m, 1H), 3.93 (s, 3H), 4.06 (t, J = 6.06 Hz, 1H), 6.83 (dd, J = 8.21, 1.03 Hz, 1H), 6.87-6.91 (m, 1H), 7.15 (td, J = 7.71, 1.70 Hz, 1H), 7.27 (dd, J = 7.92, 1.44 Hz, 1H), 7.70 (s, 1H), 7.74 (s, 1H). 13C NMR (75 MHz, CDCl3) delta 28.58, 29.28, 29.68, 29.81, 34.81, 39.55, 53.48, 55.09, 57.13, 65.94, 112.03, 120.39, 122.24, 126.64, 126.97, 131.35, 138.10, 138.15, 157.49. Anal. calcd for C22H34N4O3S·2HCl: C: 52.06, H: 7.15, N: 11.04, S: 6.32; Found C: 51.95, H: 6.95, N: 10.82, S: 6.11. Mp for C22H34N4O3S·2HCl: 181.7-182.3 C.

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; Canale, Vittorio; Kurczab, Rafa?; Partyka, Anna; Sata?a, Grzegorz; S?oczy?ska, Karolina; Kos, Tomasz; Jastrz?bska-Wi?sek, Magdalena; Siwek, Agata; P?kala, Elzbieta; Bojarski, Andrzej J.; Weso?owska, Anna; Popik, Piotr; Zajdel, Pawe?; Bioorganic and Medicinal Chemistry; vol. 24; 2; (2016); p. 130 – 139;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, molecular formula is C4H3N3O4, 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. Application In Synthesis of 4-Nitro-1H-pyrazole-3-carboxylic acid

4-Nitropyrazoie-3-carboxylic acid (10 g; 63.66 mmol) was added to a stirred solution of 4-fluoroaniline (6.7 ml; 70 mmol), EDC (14.6 g; 76.4 mmol), and HOBt (10.3 g; 76.4 mmol) in DMF (25 ml), then stirred at room temperature overnight. The solvent was removed by evaporation under reduced pressure and the residue triturated with ethyl acetate / saturated brine solution. The resultant yellow solid was collected by filtration, washed with 2M hydrochloric acid, then dried under vacuum to give 15.5 g of the title compound. (LC/MS: Rt 2.92 [M+H]+ 250.89 ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5334-40-7, its application will become more common.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2006/77424; (2006); A1;; ; Patent; ASTEX THERAPEUTICS LIMITED; WO2006/77425; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 1260243-04-6, A common heterocyclic compound, 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, molecular formula is C6H9N3O2, 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 ethyl 5-amino-lH-pyrazole-4-carboxylate (3.0 g, 19.3 mmol) in acetic acid (40 mL) and ethanol (10 mL) was added 1,1,3,3-tetramethoxypropane (3.48 g, 21.4 mmol). The reaction mixture was stirred at 90 °C overnight and cooled down to room temperature and then concentrated in vacuo. The residue was diluted with ethyl acetate (100 mL) and washed with saturated NaHC03aqueous solution (20 mL) and then dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/EA (v/v) = 6/1) to give the title compound as a light yellow solid (3.2 g, 85percent).LC-MS (ESI, pos. ion) m/z: 192.3 [M+H]+; H NMR (600 MHz, CDC1 ): delta (ppm) 8.81 (m, 1H), 8.78 (m, 1H), 8.61 (s, 1H), 7.04 (dd, J = 6.9, 4.1 Hz, 1H), 4.47 (q, J= 7.1 Hz, 2H), 1.44 (t, J = 7.1 Hz, 3H).

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; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Minxiong; LI, Xiaobo; WO2015/73267; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 5744-68-3,Some common heterocyclic compound, 5744-68-3, name is 5-Bromo-3-methyl-1H-pyrazole, molecular formula is C4H5BrN2, 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.

Compound IV was run in acetonitrile, pyridine,With the compound iodobenzene nucleophilic substitution reaction preparation of compound III,

The synthetic route of 5744-68-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PUYER (Nantong) Biopharma Co.,Ltd; WANG, LIN; (12 pag.)CN106349237; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 288148-34-5,Some common heterocyclic compound, 288148-34-5, name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, molecular formula is C4H5ClN2O2S, 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 mixture of the appropriate (aryloxy)ethyl piperidine(0.38 mmol) in CH2Cl2 (3 mL), and TEA (1.14 mmol) was cooled down (ice bath), and arylsulfonyl chloride (0.46 mmol) was added at 0 C in one portion. The reaction mixture was stirred for 2-6 h under cooling. Then, the solvent was evaporated and the sulfonamides were purified using silica gel column with CH2Cl2/MeOH as an eluting system. Free bases were then converted into the hydrochloride salts by treatment of their solution in anhydrous ethanol with 1.25 M HCl in MeOH.; 9.2.6.4 1-Methyl-N-(1-{2-[(propan-2-yl)phenoxy]ethyl}piperidin-4-yl}-N-methyl-1H-pyrazole-4-sulfonamide (13) Yellow oil, 90 mg following chromatographic purification over silica gel with CH2Cl2/MeOH (9:0.7); LC/MS purity 96%, tR = 4.47, C21H32N4O3S, MW 420.57, Monoisotopic Mass 420.22, [M+H]+ 421.3 1H NMR (300 MHz, CDCl3) delta 1.19 (d, J = 6.92 Hz, 6H), 1.49-1.58 (m, 2H), 1.71 (qd, J = 12.21, 3.88 Hz, 2H), 2.22 (td, J = 11.89, 2.24 Hz, 2H), 2.73 (s, 3H), 2.81 (t, J = 5.72 Hz, 2H), 2.99-3.07 (m, 2H), 3.29 (quin, J = 6.92 Hz, 1H), 3.81 (tt, J = 11.97, 4.22 Hz, 1H), 3.92 (s, 3H), 4.06 (t, J = 5.72 Hz, 2H), 6.80 (dd, J = 8.14, 0.99 Hz, 1H), 6.88-6.94 (m, 1H), 7.12 (td, J = 7.76, 1.73 Hz, 1H), 7.20 (dd, J = 7.53, 1.67 Hz, 1H), 7.70 (d, J = 0.61 Hz, 1H), 7.74 (s, 1H). 13C NMR (75 MHz, CDCl3) delta 22.70, 26.73, 28.60, 29.27, 39.55, 53.47, 55.03, 57.13, 66.40, 111.26, 120.78, 122.21, 126.06, 126.53, 131.37, 137.03, 138.15, 155.79.

The synthetic route of 288148-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Canale, Vittorio; Kurczab, Rafa?; Partyka, Anna; Sata?a, Grzegorz; S?oczy?ska, Karolina; Kos, Tomasz; Jastrz?bska-Wi?sek, Magdalena; Siwek, Agata; P?kala, Elzbieta; Bojarski, Andrzej J.; Weso?owska, Anna; Popik, Piotr; Zajdel, Pawe?; Bioorganic and Medicinal Chemistry; vol. 24; 2; (2016); p. 130 – 139;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics