Tag: M.W:200-300

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. 138907-68-3, name is Ethyl 5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C12H12FN3O2

General procedure: Intermediate 4 (0.001mol) and 5 (0.001mol) were dissolved in pyridine, phosphorus oxychloride is slowly added dropwise under ice bath conditions, then at 40-60C reacted for 5-8h. Finally, the mixture was poured into 30mL saturated Na2CO3 solution and stirred well. After the mixture was acidified, the saturated CuSO4 solution was used to remove pyridine, which greatly improved the purity and yield of the product. The data for compounds 8I-8VI are provided in the supporting information.

According to the analysis of related databases, 138907-68-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Hao; Ren, Zi-Li; Wang, Wei; Gong, Jie-Xiu; Chu, Ming-Jie; Ma, Quan-Wei; Wang, Jie-Chun; Lv, Xian-Hai; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 81 – 87;,
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. 1145-01-3, name is 3,5-Diphenyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3,5-Diphenyl-1H-pyrazole

General procedure: A mixture of chalcone (1d) (208 mg, 1.0 mmol) and TsNHNH2 (205 mg, 1.1 mmol) in EtOH (2 mL) were stirred at room temperature for 48 h and then EtOH (2 mL), NaOH (44.0 mg, 1.1 mmol) were added and the mixture was heated at reflux for 15 h, then the solvent was removed under reduced pressure, then CH3CN (4 mL), NaOH (60 mg, 1.5 mmol) and benzyl bromide (255 mg, 1.5 mmol) were subsequently added and the mixture was stirred at room temperature for 2 h. The product was extracted with Et2O and the organic layer was washed with brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo. Purification by chromatography on silica gel afforded the desired product 4n as white crystalline solid (276 mg, 89% yield). Mp 114-117 C; deltaH (400 MHz, CDCl3) 5.38 (2H, s), 6.66 (1H, s), 7.09 (2H, d, J 7.2 Hz), 7.21-7.30 (4H, m), 7.32-7.42 (7H, m), 7.87 (2H, d, J 7.2 Hz); deltaC (100 MHz, CDCl3) 53.2, 103.7, 125.6, 126.7, 127.4, 127.6, 128.55, 128.56, 128.6, 128.8, 130.6, 133.4, 137.7, 145.4, 150.9; HRMS (ESI): MH+, found 311.1536. C22H19N2 requires 311.1543, numax (liquid film) 3060, 2955, 2924, 2853, 1452, 1361, 1307 cm-1.

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 1145-01-3.

Reference:
Article; Tang, Meng; Zhang, Fu-Min; Tetrahedron; vol. 69; 5; (2013); p. 1427 – 1433;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 155377-19-8, name is Ethyl 3-(trifluoromethyl)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. name: Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate

(S)-Benzyl 5-(hydroxymethyl)-2,3-dihydro-7/-/-inden-2-ylcarbamate (2.96 mmol, 880mg) was dissolved in DCM (10 ml.) and thionyl chloride (5.92 mmol, 0.432 ml, 704 mg) added. The mixture was stirred at room temperature for 30 min TLC before the solvent was removed under reduced pressure and residual thionylchloride azeotroped with DCM (x3). To the residue was added potassium carbonate (8.88 mmol, 1227 mg) followed by DMF (8 ml) then ethyl 3-(trifluoromethyl)-7/-/-pyrazole-4-carboxylate (2.96 mmol, 616 mg) and the mixture heated to 60 0C. After 1 h the mixture was concentrated and partitioned between EtOAc/H2O and the organic layer was washed with water (x 3). The organic layer was dried, filtered and concentrated to give a yellow oil which was purified by flash chromatography eluting with 15% EtOAc/Heptane to give the desired isomer as a colourless oil (45 mg, 0.092 mmol, 3.1%). 1H NMR (400 MHz, CDCI3) delta 1.34 (t, 3H) 2.75 (m, 2H) 3.25 (m, 2H) 4.33 (q, 2H), 4.50 (m, 1 H) 4.95 (m, 1 H), 5.08 (s, 2H) 5.48 (s, 2H) 7.00 (m, 2H) 7.15 (d, 1 H) 7.34 (m, 5H) 7.99 (s, 1 H).

The synthetic route of Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; N.V. ORGANON; WO2009/147167; (2009); 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. 1280210-79-8, name is tert-Butyl 4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: 1280210-79-8

under nitrogen protection, Intermediate 2(604 mg, 2.87mmol) is dissolved in tetrahydrofuran (20 ml) in, lowering the temperature to 0 C, adding sodium hydride to (180 mg, 60 wt %, 4.5mmol), stirring 30 minutes. Then cyclopropyl sulfonyl chloride (1.27g, 9.0mmol), natural temperature to react at room temperature for 1 hour. Adding water to the reaction solution (20 ml) in the quenching of the reaction, ethyl acetate (20mL × 2) extraction, the combined organic layer, drying with anhydrous sodium sulfate, concentrated, re-dissolved in 5 ml of tetrahydrofuran, cooled to -10 C to 0 C, adding 3rd butanol potassium (36 mg, 0.32mmol), this temperature is kept under reaction 28 hours. The end of the reaction, adding citric acid aqueous solution (1 ml, 15%), the addition of water (10 ml), ethyl acetate (20mL × 3) extraction, the combined organic layer, drying with anhydrous sodium sulfate, concentrated. Silica gel column chromatography separation and purification of the residue (petroleum ether/ethyl acetate (v/v)=2:1), to obtain white solid1a (660 mg, yield 73%).

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; SICHUAN HAISCO PHARMACEUTICAL CO., LTD; ZHANG, CHEN; FAN, JIANG; LI, CAI-HU; WEI, YONG-GANG; (99 pag.)TW2017/8222; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 39806-90-1, 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. 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-iodo-l-methyl-lH-pyrazole (20.14 mg, 0.097 mmol) in anhydrous DMSO (5 ml) was added intermediate 20.1-2 (20 mg, 0.065 mmol), (iras,)-Nl,N2-dimethylcyclohexane- 1, 2-diamine (1.837 mg, 0.013 mmol), potassium phosphate (41.1 mg, 0.194 mmol) and Cul (1.230 mg, 6.46 pmol). The resulting mixture was stirred at 90C under N2 protection for 12 hours. After filtration and concentration, the crude product was purified by pre-HPLC (TFA) to give example 20.2-2, ( R,R or .V,.Y)-5-chloro-6-(3-nuoro- 1 -(oetan-3-yl)piperidin-4-yl)- 1 -( 1 -methyl- 1 H-pyra/ol- 4-yl)-lH-indazole, TFA salt. MS (ESI) m/z calc?d for C19H22CIFN5O [M+H]+ 390, found 390. NMR (400 MHz, CD3OD) d 8.27 (s, 1H), 8.17 (s, 1H), 7.95 (s, 1H), 7.89 (s, 1H), 7.65-7.85 (m, 1H), 5.39-5.62 (m, 1H), 5.39-5.62 (m, 1H), 4.95-5.05 (m, 4H), 4.59 (m, 1H), 4.02 (s, 3H), 3.81- 4.00 (m, 2H), 3.56 (m, 1H), 3.11-3.26 (m, 2H), 2.20-2.37 (m, 2H). LRRK2 IC50 5.8 nM.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; SIMOV, Vladimir; KAPLAN, William, P.; ACTON, John, J., III; ARDOLINO, Michael, J.; CHEN, Joanna, L.; FULLER, Peter, H.; GUNAYDIN, Hakan; LI, Derun; LIU, Ping; LOGAN, Kaitlyn Marie; METHOT, Joey; MORRIELLO, Gregori, J.; NEELAMKAVIL, Santhosh, F.; TORRES, Luis; YAN, Xin; ZHOU, Hua; (0 pag.)WO2020/92136; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 106368-32-5, name is 5-Amino-1-(4-(methylsulfonyl)phenyl)-1H-pyrazole-4-carbonitrile, 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 106368-32-5, COA of Formula: C11H10N4O2S

General procedure: A mixture of 5-amino-1-(4-(methylsulfonyl)phenyl)-1H-pyrazol-4-carbonitrile 5 (1.113 g, 5 mmol), the appropriate aldehyde (6, 5 mmol), and few drops of ethanol was added to morpholinium hydrogen sulphate (7, 0.4 g, 2 mmol). The mixture was heated in an oil bath for 5 h at 100 C. After completion of the reaction which was monitored by TLC, the solid product was filtered and crystallized from ethanol.

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-(4-(methylsulfonyl)phenyl)-1H-pyrazole-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Abdellatif, Khaled R.A.; Elsaady, Mohammed T.; Abdel-Aziz, Salah A.; AbuSabah, Ahmed H.A.; Letters in drug design and discovery; vol. 14; 8; (2017); p. 930 – 937;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 285984-25-0, name is 3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-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 285984-25-0, category: pyrazoles-derivatives

Example 127; {[3-(tert-butyl)-l-(4-methylphenyl)pyrazol-5-yl]amino}-N-[(2-{[5-bromo-2-methyl- l-(methylethyl)-6-oxohydropyridin-4-yloxy]methyl}-5- fluorophenyl)methyl]carboxamide; [0337] To a solution of 6-{ [2-(aminomethyl)-4-fluorophenyl]methoxy}-5-bromo- 2-methyl-3-(methylethyl)-3-hydropyrimidin-4-one (0.384g, 1.0 mmol) in dichloromethane (15 mL) and saturated solution Of NaHCO3 (15 mL), phosgene (20% in toluene, 1.042 mL, 1.97mmol) was added. The mixture was stirred for 15 min, the organic layer was dried over Na2SO4 and concentrated in vacuo, and the residue was treated with a solution of 3-(tert-butyl)-l-(4-methylphenyl)pyrazole-5-ylamine (0.229g) in dichloromethane (10 mL). The resulting mixture was stirred for 17 h at room temperature. After removal of the volatiles in vacuo the residue was purified by flash chromatography using dichloromethane/hexanes/acetone (5:5:1) as elution to give the title compound (0.366g, 57.2%) as a white solid: mp 133-135 0C; 1H NMR (CD3OD/400MHz) delta 7.44 (m, 1H),7.28 (m,lH), 6.97 (m, IH), 6.29 (s, IH), 5.44 (s, 2H), 4.60 (br.lH), 4.45 (s,2H), 2.57 (s, 3H), 2.37 (s, 3H), 1.54 (d, 6H, J = 6.8 Hz), 1.30 (s, 9H); Anal. Calcd for C31H36BrFN6O3: C, 58.22; H, 5.67; N, 13.14. Found: C, 57.72; H, 5.24; N, 12.76. ES-MS m/z 641.39 & 639.39

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-amine, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY LLC; WO2006/40666; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1353100-91-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1353100-91-0 name is Ethyl 3-bromo-1H-pyrazole-4-carboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Concentrated sulfuric acid (0.45 mL, 4.8 mmol) was added to a mixture of ethyl 3-bromo-1H-pyrazole-4-carboxylate (1.0 g, 4.6 mmol) and tert-amyl alcohol (3.0 mL, 27 mmol). The reaction was heated to 100 C. for 2.5 hours. The reaction was then cooled to room temperature and left stirring overnight. The reaction was diluted with ethyl acetate and washed with water. The organic layer was dried over sodium sulfate, filtered, and concentrated to yield ethyl 3-bromo-1-tert-pentyl-1H-pyrazole-4-carboxylate (1.3 g) as a crude brown oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 3-bromo-1H-pyrazole-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc; US2012/108619; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 285984-25-0, These common heterocyclic compound, 285984-25-0, name is 3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-amine, 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.

Preparation 38 5-fert-butyl-2- g-tolyl-2i7-pyrazol-3-ylVcarbamic acid. 2.2.2-trichloro-ethyl ester Add a saturated solution OfNa2CO3 (2.4 L) to a solution of 5-tert-butyl-2-/>-tolyl-2.ff-pyrazol-3- ylamine (400 g, 1.74 mol) in THF (8L) and cool the mixture to 0 C. Then dropwise add 2, 2, 2- trichloroethyl chloroformate (406.77 g, 1.92 mol) and stir the mixture at 0 C for 2 hours. Extract the reaction mixture with ethyl acetate (3 x 6.5L), dry over anhydrous magnesium sulfate and concentrate. Dissolve the solid in a minimal amount of ethyl acetate and add an excess of hexanes to precipitate. Collect the solid by filtration and dry to obtain the title compound as an off white solid (586 g, 83% yield). 1H NMR (400 MHz, CDCl3) delta 7.34 (d, 2H), 7.29 (d, 2H), 6.78 (bs, IH), 6.41 (bs, IH), 4.81 (s, 2H), 2.41 (s, 3H), 1.34 (s, 9H). MS(ES+): m/? = 406.1 [M+H].

The synthetic route of 285984-25-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2007/53394; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 285984-25-0, name is 3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-amine, 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. COA of Formula: C14H19N3

Intermediate B: Phenyl (3-(tert-butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)carbamate A solution of 3-(tert-butyl)-1-(p-tolyl)-1H-pyrazol-5-amine (Intermediate A) (20 g, 87.0 mmol) in isopropyl acetate (240 mL) was added to a stirred solution of sodium carbonate (11.3 g, 106 mmol) in water (80 mL). After 10 min phenyl chloroformate (12.1 mL, 96 mmol) was added and the resulting mixture was stirred at ambient temperature overnight. The reaction mixture was diluted with water (160 mL), the layers were separated and the organics were washed with water (2*80 mL), brine (80 mL), dried (MgSO4) and concentrated in vacuo. The resulting yellow solid was suspended in 10% ether/iso-hexane (320 mL) and stirred until a uniform suspension was obtained. The solid was collected by filtration and washed with iso-hexane to yield the subtitle compound phenyl (3-(tert-butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)carbamate as a white powder (27.3 g, 88%); Rt 2.65 min (Method 1); m/z 350 (M+H)+ (ES+); 1H NMR delta:1.29 (9H, s), 2.37 (3H, s), 6.35 (1H, s), 7.10-7.23 (3H, overlapping m), 7.33-7.46 (6H, overlapping m), 9.99 (1H, s).

The synthetic route of 3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RESPIVERT LTD; TOPIVERT PHARMA LTD.; LONGSHAW, ALISTAIR IAN; FORDYCE, EUAN ALEXANDER FRASER; ONIONS, STUART THOMAS; KING-UNDERWOOD, JOHN; VENABLE, JENNIFER; US2015/232450; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics