Day: September 24, 2021

120068-79-3, 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 120068-79-3 as follows.

Further comparative experiments are conducted employing the following preparation procedure; To a 750 ml reactor with a mechanical stirrer and a thermometer containing the amine acid complex (1.5 eq.), 147 g anhydrous toluene (6.5 eq.), and 44.8 g CF3SOCI (1.2 eq.) under an argon atmosphere at 0 0C was added vacuum dried 5-amino-1-(2,6- dichloro-4-trifluoromethyl-phenyl)-1 H-pyrazole-3-carbonitrile (1 eq., 79.5 g, 245 mmol, 99 % purity). The reaction mixture was kept at 5 0C for 60 min and then heated to 35 0C within 45 min. The temperature of 35 0C was kept for another 10 hours before quenching the reaction with 200 g of sodium hydroxide solution (10 wt.%). The resulting suspension was diluted with 176 ml of ethylacetate. After phase separation the organic layer was washed once with sodium hydroxide solution (10 wt.%). After phase separation, the organic layer was analyzed by quantitative HPLC. The product was crystallized from a mixture of ethylacetate and toluene affording the title compound as a white crystalline powder.

According to the analysis of related databases, 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF SE; WO2008/55877; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 39806-90-1, 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 39806-90-1 as follows.

Example 58. Synthesis of (R)-5-(l,4-dimethyl-6-(l-methyl-lH-pyrazol-4-yl)-5,6- dihydro-4H-benzo[b] [l,2,4]triazolo[4,3-d][l,4]diazepin-8-yl)pyridin-2-amine (Compound 76). The title compound was synthesized by the following scheme:[00393] (R)-8-bromo-l,4-dimethyl-6-(l-methyl-lH-pyrazol-4-yl)-5,6-dihydro-4H-benzo[b] [l,2,4]triazolo[4,3-d][l,4]diazepine (Step 1). A mixture of (R)-8-bromo-l,4-dimethyl-5,6- dihydro-4H-benzo[b][l,2,4]triazolo[4,3-d][l,4]diazepine (292 mg, 1 mmol), 4-iodo-l-methyl- lH-pyrazole (312 mg, 1.5 mmol), copper (I) iodide (58 mg, 0.3 mmol), 1,10-phenanthroline (54 mg, 0.3 mmol) and potassium phosphate (424 mg, 2 mmol) in dimethyl sulfoxide (10 mL) was heated at 150C for 14 hours under nitrogen. The reaction mixture was diluted with ethyl acetate (20 mL) and washed with brine (20 mL x 3). The organic phase was dried over anhydrous sodium sulfate and then filtered. The filtrate was concentrated to give (R)-8-bromo-l,4-dimethyl- 6-(l-methyl-lH-pyrazol-4-yl)-5,6-dihydro-4H-benzo[b] [1,2,4] triazolo[4,3-d][l,4]diazepine which was used in the next step without further purification. LRMS (M+H)+: calcd 372.07; found 372.

According to the analysis of related databases, 39806-90-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; GEHLING, Victor, S.; HEWITT, Michael, C.; TAYLOR, Alexander, M.; HARMANGE, Jean-Christophe; WO2012/151512; (2012); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 152120-54-2, 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. 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Diisopropyl azodicarboxylate (DIAD, 1.5 equiv) was added dropwise to a stirred solution of alcohol 1a-g (1-2 equiv), N,N?-bis-tert-butoxycarbonylpyrazole-1H-carboxamidine 2 (2.5 mmol, 1 equiv), and Ph3P (1.5 equiv) in THF (7 mL) at 0 C. The reaction mixture was stirred overnight (16 h) at r.t., concentrated in vacuum, and the residue was purified by flash column chromatography on silica gel (10-25% EtOAc-hexane) to give the N-alkylated guanylating agent 3a-g as colorless oils.

The chemical industry reduces the impact on the environment during synthesis tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Tommasi, Sara; Zanato, Chiara; Carabeo, Rey; Mangoni, Arduino A.; Dall’Angelo, Sergio; Zanda, Matteo; Synthesis; vol. 47; 19; (2015); p. 3067 – 3078;,
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. 25016-12-0, name is 1,3-Dimethyl-1H-pyrazole-4-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: pyrazoles-derivatives

General procedure: Sodium triacetoxyborohydride (46.3 mg, 0.218 mmol) was added toa mixture of 10c (65 mg, 0.146 mmol) and tetrahydropyran-4-carbaldehyde(18.3 mg, 0.160 mmol) in 1,2-dichloroethane (1.30 mL). The mixture was stirred at room temperature for 2 h, sat.NaHCO3 aqueoussolution was added, and the mixture was extracted with CHCl3. The organic layer was washed with brine, dried with Na2SO4, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (CHCl3/MeOH) to give the desired compound as a white solid (41.0 mg, 52%). 1H NMR (DMSO-d6) delta1.00-1.29 (3H, m), 1.44-1.60 (3H, m), 1.64-1.85 (3H, m), 1.95-2.17(5H, m), 2.62-2.71 (1H, m), 2.78-2.88 (1H, m), 3.08 (3H, s), 3.15-3.29(2H, m), 3.70-3.83 (2H, m), 4.01 (3H, s), 4.05 (3H, s), 4.27-4.37 (2H,m), 7.26 (1H, s), 8.11 (1H, s), 8.43 (1H, d, J=2.3 Hz), 8.85 (1H, d,J=2.3 Hz), 9.37 (1H, s); ESI-MS m/z 545.3 [(M+H)+]; HRMS(ESI) m/z calcd for C26H37N6O5S [(M+H)+]: 545.2541, found: 545.2537

The synthetic route of 25016-12-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hamajima, Toshihiro; Takahashi, Fumie; Kato, Koji; Sugano, Yukihito; Yamaki, Susumu; Moritomo, Ayako; Kubo, Satoshi; Nakamura, Koji; Yamagami, Kaoru; Hamakawa, Nozomu; Yokoo, Koji; Fukahori, Hidehiko; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 3917 – 3924;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

2075-46-9, 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. 2075-46-9 name is 4-Nitro-1H-pyrazole, 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.

General procedure: To a stirred solution of 4-nitro-1H-pyrazole (2 g, 17.7 mmol) inacetonitrile (15 mL) was added potassium carbonate (2.7 g, 19.5 mmol)and iodomethane (2.76 g, 19.5 mmol). The reaction mixture was stirredat reflux temperature for 6 h. And it was evaporated to dryness. Thecrude mass was purified by silica gel column chromatography (PE:EA=10:1) to afford compound 15c (2.2 g, 98%) as a white solid. MS(ESI) m/z 128 [M+H]+.

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

Reference:
Article; Yu, Ru-Nan; Chen, Cheng-Juan; Shu, Lei; Yin, Yuan; Wang, Zhi-Jian; Zhang, Tian-Tai; Zhang, Da-Yong; Bioorganic and Medicinal Chemistry; vol. 27; 8; (2019); p. 1646 – 1657;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 5744-68-3, name is 5-Bromo-3-methyl-1H-pyrazole, 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 5744-68-3, COA of Formula: C4H5BrN2

(1) Preparation of Compound IIIa: Compound IV (160g, 1mol) was added to 900ml of tetrahydrofuran,Was slowly added portionwise sodium tert-butoxide (115.2g, 1.2mol), stirred for 20 minutes, a solution of iodine benzene (243.6g, 1.2mol). The mixture was heated at reflux for 4 hours with stirring, and then stirred at room temperature overnight, TLC showed the reaction was complete, the reaction mixture was slowly poured into ice water, ethyl acetate was added, the organic phase was separated, the aqueous phase was again extracted with ethyl acetate, the organic phases combined, dried and concentrated to give compound IIIa205.3g, a yield of 87percent.

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

Reference:
Patent; Hunan HuaTeng Pharmaceutical Co., Ltd; Chen, Fangjun; Li, Shuyun; (8 pag.)CN105330604; (2016); A;,
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., Computed Properties of C8H13N3O2

(C) 2-(2-(2-(2-(1H-Pyrazol-4-ylamino)-5-chloropyrimidin-4-yI)ethyl)phenyl)propanamide (35)A solution of 2-(2-(2-(2,5-dichloropyrimidin-4-yl)ethyl)phenyl)propanamide A30 (0.10 g, 0.31 mmol) and tert-butyl 4-amino-i H-pyrazole-1-carboxylate (0.17 g, 0.93 mmol) was heated in MeOH:water (10:1, 5 mL) at 90 00 for 18 hours. The solvents were removed in vacuo and the crude residue was purified by silica gel columnchromatography (Combiflash Rf, 0-15% MeOH in DCM). The purified fractions were combined, the solvent was removed in vacuo and the solid was sonicated in cyclohexane and filtered. The residue was dried in vacuo to give the title compound 35as a light yellow solid (0.060g, 52%). 1H NMR (300 MHz, d6-DMSO) O i.34(d, J=7.04 Hz, 3H), 2.92-3.11 (m, 4H), 3.86 (q, J= 7.04 Hz, 1H), 6.85 (brs, 1H), 7.13-7.25(m, 4H), 7.36-7.44 (m, 1H), 7.57-87 (m, 2H), 8.37 (5, 1H), 9.63 (5, 1H). LCMS-C: rt4.72 mm; m/z 371 [M+H].

The synthetic route of 1018446-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LIMITED; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; HEMLEY, Catherine Fae; LUNNISS, Gillian Elizabeth; CAMERINO, Michelle Ang; GANAME, Danny; STUPPLE, Paul Anthony; LESSENE, Romina; KERSTEN, Wilhelmus Johannes Antonius; HARVEY, Andrew John; HOLMES, Ian Peter; WO2014/26243; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 37687-24-4,Some common heterocyclic compound, 37687-24-4, name is Diethyl 3,5-pyrazoledicarboxylate, molecular formula is C9H12N2O4, 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.

In 250 mL of acetonitrile was dissolved 2-chloro-l-(l -methyl- 1H- pyrazol-4-yl)ethanone (18.3 g, 115 mmol) and diethyl lH-pyrazole-3,5-dicarboxylate (24.5 g, 115 mmol) before finely ground K2CO3 (31.9 g, 231 mmol) was added in one portion. The reaction mixture was stirred at ambient temperature overnight. The reaction mixture was filtered, and the cake was washed with acetonitrile (100 mL). The filtrate was concentrated in vacuo to a thick oil. The oil was dissolved in EtOAc (80 mL), and heptane (200 mL) was added slowly with stirring. The resultant solids were stirred for 2 h, then filtered and washed with heptane. The solids were dried in a vacuum oven to afford the title compound (26.4 g, 67% yield).

The synthetic route of 37687-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANDREWS, Steven W.; BLAKE, James F.; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MORENO, David A.; REN, Li; WALLS, Shane M.; (421 pag.)WO2018/136661; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 3112-31-0, 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. 3112-31-0 name is 1H-Pyrazole-3,5-dicarboxylic acid, 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.

(A mixture of Dy2O3 (0.187g, 0.5mmol), CuSO4·5H2O (0.125g, 0.5mmol), H3PDC (0.174g, 1.0mmol) and H2O (10mL) was stirred in air for 1h, and then was sealed in a Parr Teflon-lined stainless-steel bomb and heated at 160°C for 3 d, cooled down to room temperature (r.t.) at 2°Ch?1 before the furnace was switched off. The resulting purple, columnar crystals of 1 (ca. 0.30mm in length and 0.20nm in diameter) were collected after washing with water (yield: 76percent, based on CuSO4·5H2O). Elem. Anal. Calcd for C10H16CuDy2N4O19S: C 13.10, H 1.79, N 6.11. Found: C 13.13, H 1.82, N 6.09. IR (KBr pellet cm?1): 3445(s), 1621(s), 1598(s), 1509(m), 1393(m), 1328(s), 1276(m), 1138(w), 1063(w), 1014(w), 853(w), 782(w).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1H-Pyrazole-3,5-dicarboxylic acid, and friends who are interested can also refer to it.

Reference:
Article; Wang, Min; He, Liang; Lin, Qipu; Journal of Solid State Chemistry; vol. 265; (2018); p. 29 – 35;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 55864-87-4, 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. 55864-87-4 name is Ethyl 4-nitro-1H-pyrazole-3-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.

A mixture of 4-nitro-lH-pyrazole-3-carboxylic acid ethyl ester (6.40 g, 34.6 mmol) and 10% Pd/C (650 mg) in EtOH (150ml) was stirred under an atmosphere of hydrogen for 20 h. The mixture was filtered through a plug of Celite, reduced in vacuo and dried through azeotrope with toluene to afford 4-amino-lH-pyrazole-3- carboxylic acid ethyl ester as a pink solid (5.28 g, 98%). (1H NMR (400 MHz, DMSOd6) delta 12.7 (s, IH)5 7.1 (s, IH), 4.8 (s, 2H)5 4.3 (q, 2H), 1.3 (t, 3H)).

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

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2006/70198; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics