Tag: M.W:100-200

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. 2075-46-9, name is 4-Nitro-1H-pyrazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Nitro-1H-pyrazole

A solution of 4-nitropyrazole (300 rro, 0.27 mmol, I eq.), 2-bromoethanol (206 4,0.29 mmol, 1.1 eq.) and K2C03 (549 mg, 0.40 mmol, 1.5 eq.) in CH3CN (5mL) was heated to 80 C for 18 h. The mixiure was allowed to cool and parlitioned between EtOAc (3 x 30 mL) and water (20 mL). The organic layers were dried over MgSO4, evaporated, and the residue purified by MPLC on SiC2 with gradient elution from 30-60% EtOAc/petrolto give 2-(4-Nitro-IH-pyrazol-1- y[)ethanol as a white solid (256 mg, 61%).

The synthetic route of 2075-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; REUILLON, Tristan; MILLER, Duncan; MYERS, Stephanie; MOLYNEUX, Lauren; CANO, Celine; HARDCASTLE, Ian; RIGOREAU, Laurent; GOLDING, Bernard; NOBLE, Martin; (246 pag.)WO2016/42341; (2016); A1;,
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. 360056-45-7, name is Methyl 4-amino-1H-pyrazole-3-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Product Details of 360056-45-7

Reference Example 10 4-amino-N-methyl-1H-pyrazole-3-carboxamide A mixture of methyl 4-amino-1H-pyrazole-3-carboxylate obtained in Reference Example 2 (5.39 g, 38.2 mmol) and 40% methylamine/methanol solution (25 mL) was stirred at room temperature for 2 days. The mixture was concentrated under reduced pressure. Then methanol was added to the residue, and the mixture was concentrated under reduced pressure, the operation was twice repeated. Methanol and activated carbon (4.5 g) were added to the residue. After filtration, the solvent was evaporated under reduced pressure to give the title compound (5.31 g, yield 99%). 1H-NMR (DMSO-d6, 200 MHz): delta 2.71 (3H, d, J=4.8 Hz), 4.58 (2H, brs), 7.09 (1H, s), 7.72-7.86 (1H, brm).

The synthetic route of 360056-45-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tsukamoto, Tetsuya; Yamamoto, Takeshi; Tokunoh, Ryosuke; Kawamoto, Tomohiro; Okura, Masahiro; Kori, Masakumi; Murase, Katsuhito; US2009/156582; (2009); 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. 23170-45-8, name is Methyl 3-methyl-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 23170-45-8

General procedure: Compound (11a-g or 12f-g) (1.2 mmol), CuI (19.1 mg, 0.1 mmol), trans-N,N’-dimethyl-1,2-cyclohexane-diamine (29 mg, 0.2 mmol), K2CO3 (0.29 g, 2.1 mmol) and DMF (3 mL) were added to a tube filled with argon. The mixture was stirred at 110 C for 24 h. The reaction was diluted with H2O (20 mL) and extracted with EtOAc (15 mL x 2). The combined organic phases were washed with H2O (20 mL x 2) and brine (30 mL), dried over MgSO4 and concentratedin a vacuum. The residue was purified by flash column chromatography (12-25% EtOAc in petroleum ether).

According to the analysis of related databases, 23170-45-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Li, Jing; Wu, Fangping; Liu, Xingguo; Zou, Yake; Chen, Huixiong; Li, Zheng; Zhang, Lei; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 20 – 30;,
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Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 1124-16-9, These common heterocyclic compound, 1124-16-9, name is 5-Amino-1-isopropyl-3-methylpyrazole, 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.

2-[(5-Chloro-2-{[3-methyl- 1 -(1 -methylethyl)- 1 H-pyrazol-5-yllami no)-4-pyridi nyl)aminol-N( methyloxy)benzamideA microwave tube was charged with 2-[(2,5-dichloro-4-pyridinyl)amino]-N- (methyloxy)benzamide (70 mg, 0.224 mmol), {3-methyl-1-(1-methylethyl)-1H-pyrazol-5- amine (70 mg, 0.503 mmol) and cesium carbonate (230 mg, 0.706 mmol). The reactionmixture was degassed with nitrogen for 10 mm. At same time, BINAP (50 mg, 0.080 mmol) and palladium(ll) acetate (10 mg, 0.045 mmol) were added. The reaction mixture was heated in a microwave at 160 C for 40 mm. The crude material was purified on reverse-phase HPLC (Gilson) eluting with CH3CNH20 with 0.1% formic acid which gave a title compound (15mg, 15%); MS: M(C20H23C1N602) = 414.89, (M+H) = 415, 416; 1H NMR(400 MHz, CHLOROFORM-d) 6 ppm 9.42 (br. s., 1 H) 8.71 (br. s., 1 H) 8.02 (s, 1 H) 7.54 (br. s., 1H) 7.06 (t, J=7.5 Hz, 1 H) 6.48 (s, 1 H) 6.32 (br. s., 1 H) 5.86 (s, 1 H) 4.47 (dt, J=13.4, 6.7 Hz, 1 H) 3.92 (s, 3 H) 2.26 (s, 3 H) 1.41 – 1.43 (d, J = 6.6 Hz, 2H).

The synthetic route of 1124-16-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; AUGER, Kurt, R.; DAR, Mohammed, M.; FLEMING, Ronald, A.; WO2013/3575; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 75415-03-1, 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. 75415-03-1, name is 2-(1H-Pyrazol-3-yl)pyridine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Compound 4a (2 mmol), NaH (2.4 mmol) and indole were dissolved in DMF (10 mL). The reaction mixture was stirred at room temperature for 12h before diluted with water (20 mL) and extracted with ethyl acetate (30 mL × 3). The organic layer was concentrated in vacuum. Purication by ash column chromatography gave the target product 5h.

The chemical industry reduces the impact on the environment during synthesis 2-(1H-Pyrazol-3-yl)pyridine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Wang, Chen-Ru; Wang, Ze-Feng; Shi, Lu; Wang, Zhong-Chang; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry Letters; vol. 28; 14; (2018); p. 2382 – 2390;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 139756-02-8, 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. 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

2-Chloronicotinic acid (250 mg, 1.587 mmol), 4-amino-1-methyl-3-n-propyl-5-pyrazole-carboxamide (290 mg, 1.589 mmol, 1.0 equiv), PyBrOP (820 mg, 1.759 mmol, 1.1 equiv) and Et3N (0.440 mL, 3.160 mmol, 2.0 equiv) in DCE (5 mL) were heated using microwave irradiation for 20 min at 120 C. The reaction mixture was reduced in vacuo and purified via column chromatography (7.5 % MeOH in EtOAc) to give the title compound (509 mg, 100%) as an off white solid. 1H NMR (400 MHz, CDCl3)1 delta 8.57 (dd, J=4.8 Hz, J = 1.8 Hz , 1H), 8.22 (dd, J=7.8 Hz, J = 1.8 Hz, 1H), 7.90 (br s, 1H), 7.45 (dd, J=7.8 Hz, J = 4.8 Hz, 1H), ~7.26 (1H), 4.06 (s, 3H), 3.49 (d, J=4.4 Hz, 1H), 2.59 (t, J=7.6 Hz, 2H), 1.67 (sxt, J=7.6 Hz, 2H), 0.97 (t, J=7.6 Hz, 3H). 13C NMR (100 MHz, CDCl3) 166.1, 161.4, 151.8, 147.5, 147.1, 140.0, 132.9, 130.1, 123.0, 114.2, 39.2, 27.8, 22.4, 13.9. LCMS (C18): tR (min) = 0.98, (ESI) found 665.1 [2M + H]+. HRMS: C14H16ClN5O2 requires 322.1065 [M + H+]; Found.

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-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Cuihua; Ashton, Trent D.; Gustafson, Alden; Bland, Nicholas D.; Ochiana, Stefan O.; Campbell, Robert K.; Pollastri, Michael P.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 7; (2012); p. 2579 – 2581;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 143426-52-2, 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. 143426-52-2, name is 1-(4-(Chloromethyl)phenyl)-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Methyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[4,3-a]pyridine-8-carboxylate (182 mg, 0.60 mmol, 1.0 eq.), cesium carbonate (585 mg, 1.80 mmol, 3.0 eq.), 1-(4-(chloromethyl)phenyl)-1H-pyrazole (173 mg, 0.90 mmol, 1.5 eq.) and Pd(dppf)Cl2.DCM (66 mg, 0.090 mmol, 0.15 eq.) were combined in a vial which was sealed and placed under an inert atmosphere. A 1,4-dioxane/H2O solution (5:1 v/v, 4 mL, degassed) was then added via syringe. The resulting mixture was heated to 90 C. for 1.5 h, after which time the reaction was cooled to r.t. and filtered through a plug of Celite with EtOAc and DCM. Solvents were concentrated under reduced pressure, and crude residue was purified by column chromatography (3-100% EtOAc in hexanes, then 0-5% MeOH in DCM) to give the title compound as a brown solid (22 mg, 11% over 3 steps). ES-MS [M+H]+=334.3.

The synthetic route of 1-(4-(Chloromethyl)phenyl)-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vanderbilt University; Lindsley, Craig W.; Conn, P. Jeffrey; Engers, Darren W.; Engers, Julie L.; Long, Madeline; Bender, Aaron M.; US2020/131180; (2020); 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 27006-76-4 as follows. Product Details of 27006-76-4

General procedure: To a solution of acetonitrile (20 mL), compound 3 (0.02 mol), benzyltriethylamine chloride (0.001 mol), KOH (0.024 mol), and appropriate phenols were added and refluxed for 5-48 h. The solvent was removed to give a residue under reduced pressure, which was dissolved with CH2Cl2 and washed using 10% KOH solution. Anhydrous MgSO4 was used to dry the dichloromethane layer. Compounds 4a-4l and 5a-5l were obtained after evaporation of the solvents, which were used to prepare compounds 6a-6l and 7a-7l without purification.

According to the analysis of related databases, 27006-76-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Song, Ming-Xia; Wu, Yi; Deng, Xian-Qing; Letters in drug design and discovery; vol. 13; 8; (2016); p. 800 – 808;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 1260243-04-6,Some common heterocyclic compound, 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, molecular formula is C6H9N3O2, 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 ethyl-5-amino-1H-pyrazole-4-carboxylate 1 (1.0 mmol), an appropriate aldehyde 2 (1.0 mmol) and aterminal alkyne 3 (1.0 mmol) in acetic acid (5 mL) was stirred at 25 °C for 10 min. The mixture was then stirred at 60 °C under ultrasound using a laboratory ultrasonic bath SONOREX SUPER RK 510H model producing irradiationof 35 kHz for 30 min in the presence of air. The increase of bath temperature beyond 60 °C due to the prolonged ultrasound irradiation was controlled by adding cold water time to time. After completion of the reaction the mixture was cooled to room temperature, poured into ethyl acetate (25 mL) and washed with brine solution (2 x 15 mL) followed by 10percent NaHCO3 solution (2 x 15 mL). The organiclayer was collected, dried over anhydrous Na2SO4, filteredand concentrated under low vacuum. The residue isolatedwas purified by column chromatography over silica gel using3-8percent petroleum ether-EtOAc to give the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 5-amino-1H-pyrazole-4-carboxylate, its application will become more common.

Reference:
Article; Suresha, Namburi; Durgaraoa, Bodapati Veera; Ratnakar; Kolli, Sunder Kumar; Ashfaq, Mohd Ashraf; Rao, Mandava V. Basaveswara; Pal, Manojit; Letters in drug design and discovery; vol. 14; 10; (2017); p. 1176 – 1183;,
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. 37622-90-5, name is Ethyl 4-pyrazolecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 37622-90-5

To a solution of 12 4,4,5,5-tetramethyl-2-(2-(3-(trifluoromethyl)benzyl)-1-benzothiophen-7-yl)-1,3,2-dioxaborolane (4) (1.25g, 3.0mmol) and 46 ethyl 1H-pyrazole-4-carboxylate (840mg, 6.0mmol) in 47 pyridine (10mL) was added 48 Cupric acetate, monohydrate (1.19g, 6.0mmol) at room temperature. The mixture was stirred at 50C under a dry atmosphere (CaCl2 tube) overnight. The mixture was quenched with 49 water at room temperature and extracted with EtOAc. The organic layer was separated, washed with 1M HCl and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with 0-25% EtOAc in 50 hexane) to give 51 5 (557mg, 43%) as colorless crystals. 1H NMR (300MHz, CDCl3) delta: 1.39 (3H, t, J=7.1Hz), 4.29 (2H, s), 4.36 (2H, q, J=7.1Hz), 7.08-7.11 (1H, m), 7.38-7.57 (6H, m), 7.68 (1H, dd, J=6.6, 2.2Hz), 8.18 (1H, s), 8.50 (1H, s).

According to the analysis of related databases, 37622-90-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Nakahata, Takashi; Tokumaru, Kazuyuki; Ito, Yoshiteru; Ishii, Naoki; Setoh, Masaki; Shimizu, Yuji; Harasawa, Toshiya; Aoyama, Kazunobu; Hamada, Teruki; Kori, Masakuni; Aso, Kazuyoshi; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 1598 – 1608;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics