Category: pyrazoles-derivatives

Related Products of 288-13-1, The chemical industry reduces the impact on the environment during synthesis 288-13-1, name is 1H-Pyrazole, I believe this compound will play a more active role in future production and life.

General procedure: At first [Cu(Im12)2]CuCl2 (0.5 mmol, 0.305 g) was added to a 25 mL round bottom flask containing water (4 mL), indole (0.117 g, 1 mmol) and iodobenzene (0.203 g, 1 mmol).K2CO3 (0.276 g, 2 mmol) and TBAB (0.322 g, 1 mmol) was added and the reaction stirred at 80 C for 12 h. The reaction progress was monitored by TLC(EtOAc/n-hexane; 1:3 v/v) and after completion, the organic phase was extracted from the ionic liquid with EtOAc (2 8 mL) and concentrated in vacuo. The promoter was used directly for the next run. The product was purified by silica gel column chromatography (EtOAc/n-hexane; 1:3 v/v). The isolated product was dried under vacuum overnight to give a yield of 92%. All products are known in the literature and were identified by comparison of their FT-IR, 1H, and 13C NMR spectra with the literature data.

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, 1H-Pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Heidarizadeh, Fariba; Majdi-Nasab, Afrooz; Tetrahedron Letters; vol. 56; 46; (2015); p. 6360 – 6363;,
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. 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, A new synthetic method of this compound is introduced below., Formula: C5H9N3

Example 16; Synthesis of (S^-bis-trifluoromethyl-benzy^-t-Ccyclopentylmethyl-ethyl-amino)- ljS-dimethyl-lH-pyrazololS^-ZjJpyridine-S-ylmethyll-carbamic acid methyl ester; Step (i): Synthesis of N-(2,5-dimethyl-2H-pyrazol-3-yl)-acetamide; Pyridine (7,1 mL, 90 mmol) was added to a solution of 2,5-dimethyl-2H-pyrazol- 3-ylamine (10 g, 90 mmol) in acetic anhydride (46 mL) at 0 0C and the resulting mixture was stirred at room temperature for 30 min. The solvent was removed under vacuum to yield the title compound as a brownish liquid (13.7 g), yield: 100%. 1H NuMR (400 MHz, CDC13): delta 7.91 (bs, IH), 5.98 (s, IH), 3.67-3.56 (m, 3H), 2.19-2.11 (m, 6H). ES-MS m/z 154 (M++ 1, 100%).

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; REDDY US THERAPEUTICS, INC.; BARUAH, Anima; DE, Dibyendu; KHANNA, Ish Kumar; PILLARISETTI, Sivaram; MAITRA, Santanu; ALEXANDER, Christopher, W.; SREENU, Jennepalli; DAGER, Indu; WO2006/73973; (2006); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 3524-32-1, The chemical industry reduces the impact on the environment during synthesis 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, I believe this compound will play a more active role in future production and life.

To a solution of 11.1 g (0.1 mol) of 5-amino-1,3-dimethylpyrazole, obtained in the above step, in 125 cm3 of absolute ethanol were added dropwise 1cm3 of 12 N hydrochloric acid and then 13.5 cm3 of isoamyl nitrite, at 0 C. The solution was subsequently warmed to and left at room temperature for 4 hours. The reaction medium was then filtered on a sinter funnel and the precipitate obtained was washed with 100 cm3 of isopropyl ether. After drying under vacuum at room temperature, 7.5 g of 5-amino-1,3-dimethyl-4-nitroso-pyrazole were obtained in the form of an orange-coloured solid, the melting point of which was from 169 to 171 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-Amino-1,3-dimethylpyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; L’Oreal; US6338741; (2002); B1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 285984-25-0, 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. 285984-25-0, name is 3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-amine, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (5) (57 mg, 0.250 mmol) in DCM (6.0 mL) was added saturated aq NaHCO3 solution (4.0 mL) The mixture was stirred vigorously and was cooled to 0 C. and trichloromethylchloroformate (0.091 mL, 0.750 mmol) was added in one portion. The resulting mixture was stirred at 0 C. for 1.5 hr. The biphasic mixture was separated and the organic extract was dried and the solvents removed under reduced pressure to afford an oil, which was dried under high vacuum, at 35 C. for 35 min. The resulting oil was taken up into THF (5.0 mL), and then added to 4-(1-(4-aminonaphthalen-1-yloxy)ethyl)pyridin-2-amine (39) (81 mg, 0.290 mmol). DIPEA (179 muL, 1.029 mmol) was added, and the reaction mixture was stirred at RT for 16 hr. Water (15 mL) and EtOAc (10 mL) were added to the reaction mixture and the layers were separated. The aq layer was extracted with EtOAc (15 mL). The combined organic extracts were washed with brine (20 mL), dried and the solvents removed under reduced pressure. The resulting residue was dissolved in MeOH (5.0 mL) and AcOH (2.0 mL) and subjected to SCX capture and release. The crude mixture was purified by column chromatography (SiO2, 12 g, 0-10% MeOH in DCM, gradient elution) to give the title compound, Intermediate G, (63 mg, 38%) as a beige powder: m/z 535 (M+H)+ (ES+).

The chemical industry reduces the impact on the environment during synthesis 3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; RESPIVERT LIMITED; Charron, Catherine Elisabeth; Fenton, Robert; Crowe, Scott; Ito, Kazuhiro; Strong, Peter; Rapeport, William Garth; (78 pag.)US2016/45512; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route 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.

A 25 mL round-bottom flask was charged with intermediate 46.3 (462 mg, 1.17 mmol, 1.00 equiv), n-BuOH (5 mL), 1-methyl-1H-pyrazol-4- amine hydrochloride (187 mg, 1.40 mmol, 1.20 equiv) and HC1 in 1,4-dioxane (0.5 ml). The reaction was stirred for 16 hours at 110 C in an oil bath. The resulting mixture was concentrated under vacuum and diluted with 0.5 mL of sodium carbonate (1 mol/L). To this mixture was added 1 mL of methanol, and the resulting solution was extracted with 3 x 20 mL of CHC13/1PA3: 1. The organic layers were combined and dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product was purified using preparative HPLC to furnish 45.7 mg (9%) of compound 1-47 as a white solid. LCMS (ES, m/z): 457 [M+H], ?H NMR (300 MHz ,CD3OD): oe 7.869 (1H, s), 7.564 (1H, s), 4.8684.597 (1H, s), 4.0454.054 (1H, s), 3.888 (3H, s) 3.736 (4H, t), 2.5592.658 (4H, s), 2.2062.423 (3H, s), 2.0412.103 (2H, m), 1.3111.534 (1OH, m).

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; NIMBUS IRIS, INC.; ROMERO, Donna L.; MASSE, Craig E.; ROBINSON, Shaughnessy; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine; WO2015/48281; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1280210-79-8, 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. 1280210-79-8, name is tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of feri-butyl 2,6-dihydropyriOlo[3,4-c]pyrazole-5(4H)- carboxylate (Step A of Intermediate 7) (35 g, 167 mmol) in DMF (500 mL) at 0 C under N2 was added sodium hexamethyldisilazide in THF (351 mL, 351 mmol) and the mixture was stirred at 0 C for 30 min. Isobutylene oxide (74.3 mL, 836 mmol) was then slowly added. The solution was stirred at 0C for 0.5 h and then stirred at room temperature for 1 h. The solution was heated to 80C for 100 min in a microwave oven, cooled to room temperature and evapoarted under vacuum. The residue was purified by column chromatography on silica gel, eluting with a gradient of 0% to 6% CH2Cl2 MeOH (containing 10% NH4OH) to give a mixture of two regioisomers. The mixture of two regioisomers A and B was resolved by chromatography on a ChiralPak AD-H column eluting with 4-40% MeOH/C02 to give isomer A as the faster eluting isomer and isomer B as the slower eluting isomer. NMR (500 MHz, CD3OD) for isomer B: 57.42 (d, 1H); 4.42 (s, 2H); 4.41 (s, 2H); 4.07 (s, 2H); 1.51 (d, 9H); 1.16 (s, 6H). LC-MS: 226.27 (M+l -56).The desired isomer B was treated with 1 : 1 TF A/CH2CI2 for 1 h to give the title compound. NMR (500 MHz, CD3OD): 67.55 (s, 1H); 4.43 (s, 2H); 4.39 (s, 2H); 4.10 (s, 2H); 1.17 (s, 6H). LC-MS: 182.31 (M+l).

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HICKS, Jacqueline, D.; BIFTU, Tesfaye; CHEN, Ping; QIAN, Xiaoxia; WILKENING, Robert, R.; WO2011/146358; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 84547-61-5, The chemical industry reduces the impact on the environment during synthesis 84547-61-5, name is (1-Methyl-1H-pyrazol-5-yl)methanol, I believe this compound will play a more active role in future production and life.

Production Example 32 2-[(1-Methyl-1H-pyrazol-5-yl)methoxy]-5-(trifluoromethyl)pyridine Under a nitrogen atmosphere, a mixture of (1-methyl-1H-pyrazol-5-yl)methanol (200 mg), 2-chloro-5-(trifluoromethyl)pyridine (389 mg), palladium(II) acetate (40 mg), cesium carbonate (870 mg), rac-2-(di-t-butylphosphino)-1,1′-binaphthyl (71 mg) and toluene (9.0 mL) was stirred at 100 C. for 2.5 hours. Thereafter, the reaction solution was diluted with diethyl ether, and was then filtrated with Celite. The filtrate was concentrated under a reduced pressure. The residue was purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=85:15 to 50:50), so as to obtain the title compound (310 mg) in the form of a light yellow oily substance. 1H NMR (200 MHz, CHLOROFORM-d) delta ppm 3.95 (s, 3H) 5.44 (s, 2H) 6.36 (d, J=1.76 Hz, 1H) 6.85 (d, J=8.79 Hz, 1H) 7.45 (d, J=2.20 Hz, 1H) 7.80 (dd, J=8.79, 2.64 Hz, 1H) 8.47 (s, 1H); MS (ESI pos.) m/z: 258 [M+H]+

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, (1-Methyl-1H-pyrazol-5-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; Nakamura, Toshio; Sakagami, Kazunari; Konishi, Kazuhide; Yamamoto, Kanako; Masuda, Seiji; Matsuda, Yohei; Okada, Kumiko; Shibata, Tsuyoshi; Ohta, Hiroshi; Yasuhara, Akito; Kawamoto, Hiroshi; US2013/123500; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 31230-17-8, name is 5-Methyl-1H-pyrazol-3-amine, 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 31230-17-8, name: 5-Methyl-1H-pyrazol-3-amine

General procedure: The general synthetic route for the preparation of tozasertib (a-d) and tozasertib analogs (B: a, e-g; A: a, h-j) is shown in Fig. 1. Reagents and conditions: (a) 3-chloroperoxybenzoic acid, DCM, rt, 3h; (b) N-(4- mercaptophenyl)cyclopropanecarboxamide, TEA, CH3CN, 80 C, 3-1 Oh; (c) 5-methyl- 1 H-pyrazol-3-amine, DIPEA, DMF, 95 C, 16h; (d) amine (1-methylpiperazine or morpholine), DMF, DIPEA, 90 C, 6-12h; (e) corresponding thiol, TEA, CH3CN, 80 C, 3-1 Oh; (f) 5-methyl-1 H-pyrazol-3-amine, DIPEA, dioxane, 95 C, 3-6 h, (g) amine (1-methylpiperazine or morpholine), DMF, DIPEA, 90 C, 6-12h; (h) thiophenol, TEA, THF, 50 C; (i) corresponding amine, DIPEA, dioxane, 95 C, 3-6 h; (j) amine (1- methylpiperazine or morpholine), DMF, DIPEA, 90 C, 6-12h. (0097) The structures and batch purities (>90%) of the compounds have been confirmed by using standard analytical methods (LC/MS and NMR).

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-Methyl-1H-pyrazol-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOMED X GMBH; SAMEH, Eid; FULLE, Simone; MERGET, Benjamin; TURK, Samo; (43 pag.)WO2019/101843; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 27006-76-4, name is 5-Chloro-1,3-dimethyl-1H-pyrazole-4-carboxaldehyde, 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 27006-76-4, name: 5-Chloro-1,3-dimethyl-1H-pyrazole-4-carboxaldehyde

General procedure: To a solution of substituted phenol (26 mmol) in absolute ethanol (50 mL) was added sodium hydroxide (26 mmol) at room temperature. The mixture was heated to reflux for 3-5 h. After the removal of the solvent, the residue was dissolved in dimethylsulfoxide (50 mL), to the resulting mixture was added 5-chloro-1,3-dimethyl-1H-pyrazole-4-carbaldehyde (5) (20 mmol) in portions. Then the solution was heated to 105 C and maintained at that temperature for 4-15 h and cooled to room temperature. The reaction mixture was poured into water (100 mL) and extracted with ethyl acetate (3 50 mL). The organic layer was washed with water (3 25 mL) and dried over anhydrous Na2SO4, filtered and evaporated to produce the corresponding carbaldehydes 6d-6w, with yields ranging from 60% to 81% [11].

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Reference:
Article; Dai, Hong; Chen, Jia; Li, Hong; Dai, Baojiang; He, Haibing; Fang, Yuan; Shi, Yujun; Molecules; vol. 21; 3; (2016);,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 1190380-49-4, 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. 1190380-49-4, name is 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine, This compound has unique chemical properties. The synthetic route is as follows.

1-(Oxan-4-yl)-1 H-pyrazol-4-amine (51 mg, 0.303mmol) was added to a solution of A7 (59mg, 0.151 mmol) in dioxane (2mL). The reaction mixture was stirred at 70C for 17h. The mixture was diluted with EtOAc (30ml_) and was washed with sat aq NaHC03 (2 x 10ml_) and brine (2 x 10ml_) before drying over MgS04 and cone, in vacuo. The crude reaction mixture was purified by preparative TLC on silica, eluting with 5% MeOH/10% iPr20/CH2CI2 to give the title compound as a white solid (19mg, 26%). 1H NMR (500MHz, CDCI3 + 1 drop DMSO-d6) 8.52-8.50 (1 H, m), 8.31-8.11 (1 H, m), 7.97-7.92 (1 H, m), 7.62 (1 H, s), 7.27-7.20 (4H, m), 5.83-5.65 (2H, m), 4.40-4-27 (1 H, m), 4.18-4.08 (2H, m), 3.76-3.62 (2H, m), 3.61-3.48 (2H, m), 3.18-3.04 (3H, m), 2.15-2.03 (5H, m). LCMS (Method 1 ) Rt 1 .883min. ESIMS m/z [M+H]+ 475.2.

The chemical industry reduces the impact on the environment during synthesis 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BIONOMICS LIMITED; HARVEY, Andrew John; RIPPER, Justin Anthony; HUFF, Belinda Cheryl; PAUL, Dharam; WO2015/123722; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics