Category: 1125828-30-9

These common heterocyclic compound, 1125828-30-9, name is 1-(4-Chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethanone, 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. Formula: C12H8ClF3N2O

A 3L 3-neck jacketed round bottom flask equipped with a mechanical stirrer, a temperature controller, and a nitrogen inlet was charged sequentially with dichloro(pentamethylcyclopentadienyl)iridium (III) dimer ([Cp*IrCl2]2, STREM, CASNo.: 12354-85-7, 34 mg, 0.043 mmol), (1R,2R)-(-)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine (STREM, CASNo.: 144222-34-4, 32 mg, 0.087 mmol), and water (400 mL, 4×) at room temperature. The resulting mixture was stirred for 3 hours at 40 C. to give a homogeneous orange solution. To this active catalyst solution was added potassium formate (145.5 g, 1.73 mol) and a solution of the ketone 1-(4-chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethanone (100 g, >99% purity by GC, 0.346 mol) in CH3CN (500 mL, 5×) at 40 C. The reaction mixture was then stirred at 40 C. for 2 hours at which time the reaction was determined to be complete by GC. After cooling to 30 C., the aqueous layer (ca. 480 mL) was removed. The organic layer (ca. 600 mL, 6×) was treated with activated carbon (Darco G-60, 20 g, 0.2×) at 45 C. for 2 hours and filtered through ¼ inch bed of Celpure P65 (USP-NF, Pharmaceutical grade, Sigma) and washed with CH3CN (200 mL, 2×). The filtrate was concentrated to 250 mL (2.5×) and transferred to a 2 L 3-neck jacketed round bottom flask equipped with a mechanical stirrer and a temperature controller. More CH3CN (50 mL, 0.5×) was added to increase the solution volume to 300 mL (3×). This solution was warmed to 60 C. and water (500 mL, 5×) was added to this solution at the same temperature. After stirring for 15 minutes at 60 C., the resulting emulsion-like milky mixture was slowly cooled to room temperature. The crystals were then filtered at room temperature, and washed with CH3CN/water (1:2, 150 mL, 1.5×). The wet cake (108 g, KF: 8.83%) was dried under vacuum at 45 C. for 4 hours to afford the desired alcohol (white solid, 95 g, 94% yield, >99% chemical purity, >99% ee, KF: 0.014%). M.p.: 120 C. (DSC onset temperature); 1H NMR (methanol-d4, 400 MHz) delta 2.19 (br. s., 3H), 5.23 (dd, 6.8 Hz, 7.2 Hz, 1H), 6.19 (d, 2.4 Hz, 1H), 7.29 (d, 2 Hz, 1H), 7.42 (dd, 2.0 Hz, 6.4 Hz, 1H), 7.59 (d, 2.4 Hz, 1H), 7.68 (d, 8.4 Hz, 1H). 13C NMR (methanol-d4) delta 13.4, 67.2, 108.3, 121.7, 124.5, 127.4, 130.1, 131.9, 134.1, 136.4, 141.6, 152.3. LC/MS: MH+=291.

The synthetic route of 1-(4-Chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethanone has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bednarz, Mark S.; Burgoon, JR., Hugh Alfred; Iimura, Shinya; Kanamarlapudi, Ramanaiah C.; Song, Qiuling; Wu, Wenxue; Yan, Jie; Zhang, Haiming; US2009/62540; (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. 1125828-30-9, name is 1-(4-Chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethanone, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-(4-Chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethanone

Step 3:A solution of dichloro (pentamethylcyclopentadienyl)iridium (III) dimer([Cp*IrCl2]2, CAS No. 12354-84-6, 3 mg), (1R,2R)-(-)-(4-toluenesulfonyl)-1,2-diphenylethylenediamine(CAS No. 144222-34-4, 2.5 mg), and water (12 mL) at room temperature. Theresulting mixture was heated to 40 oC for 3 h to give a homogeneousorange solution. To this active catalyst solution, and at the same temperature(40 oC), were added potassium formate anda solution of 1-(4-chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethanone(5 g) in CH3CN. The reactionmixture was then stirred at 40 oC for 2 h. After cooling to 30 oC,the aqueous layer was removed. The organic layer was treated with activatedcharcoal (Darco G-60, 12g, CAS: 7440-44-0) at 45 oC for 2 h andfiltered through inch bed of Filter agent (CAS: 61790-53-2) and washed withCH3CN. The filtrate was concentrated to 150 mL. An additional amountof CH3CN (30 mL) was added to increase the solution volume to 180mL. This solution was warmed to 60 oC and water was added to thissolution at the same temperature. After stirring for 15 min at 60 oC,the resulting emulsion-like milky mixture was slowly cooled to room temperaturewith stirring. The crystals were then filtered at room temperature and washedwith CH3CN/water (1:2, 90 mL). The wet cake was dried under vacuumat 40 oC for 4 h to afford the title alcohol (44) as white solid (55g).

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 1125828-30-9.

Reference:
Article; Aiello, Robert; Barucci, Nicole; Bourassa, Patricia; Goldberg, Daniel R.; Paralkar, Vishwas; Valentine, James; Zavadoski, William; Zhang, Qing; De Lombaert, Stephane; Bioorganic and medicinal chemistry letters; vol. 26; 4; (2016); p. 1124 – 1129;,
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. 1125828-30-9, name is 1-(4-Chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethanone, A new synthetic method of this compound is introduced below., Computed Properties of C12H8ClF3N2O

6.2. Preparation of (R)-1-(4-chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethanol A 3 L 3-neck jacketed round bottom flask equipped with a mechanical stirrer, a temperature controller, and a nitrogen inlet was charged sequentially with dichloro(pentamethylcyclopentadienyl)iridium (III) dimer ([Cp*IrCl2]2, STREM, CAS#: 12354-85-7, 34 mg, 0.043 mmol), (1R,2R)-(-)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine (STREM, CAS#: 144222-34-4, 32 mg, 0.087 mmol), and water (400 mL, 4*) at room temperature. The resulting mixture was stirred for 3 hours at 40 C. to give a homogeneous orange solution. To this active catalyst solution was added potassium formate (145.5 g, 1.73 mol) and a solution of the ketone 1-(4-chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethanone (100 g, >99% purity by GC, 0.346 mol) in CH3CN (500 mL, 5*) at 40 C. The reaction mixture was then stirred at 40 C. for 2 h at which time the reaction was determined to be complete by GC. After cooled to 30 C., the aqueous layer (ca. 480 mL) was removed. The organic layer (ca. 600 mL, 6*) was treated with activated carbon (Darco G-60, 20 g, 0.2*) at 45 C. for 2 h and filtered through 1/4 inch bed of Celpure P65 (USP-NF, Pharmaceutical grade, Sigma) and washed with CH3CN (200 mL, 2*). The filtrate was concentrated to 250 mL (2.5*) and transferred to a 2 L 3-neck jacketed round bottom flask equipped with a mechanical stirrer and a temperature controller. More CH3CN (50 mL, 0.5*) was added to increase the solution volume to 300 mL (3*). This solution was warmed to 60 C. and water (500 mL, 5*) was added to this solution at the same temperature. After stirred for 15 minutes at 60 C., the resulting emulsion-like milky mixture was slowly cooled to room temperature. The crystals were then filtered at room temperature, and washed with CH3CN/water (1:2, 150 mL, 1.5*). The wet cake (108 g, KF: 8.83%) was dried under vacuum at 45 C. for 4 h to afford the desired alcohol (white solid, 95 g, 94% yield, >99% chemical purity, >99% ee, KF: 0.014%).

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.