Category: 641571-11-1

641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

The 3 – (4 – methyl – 1H – imidazole -1 – yl) -5 – trifluoromethyl aniline free base (12.0 g, 50 mmol, purity 88.5%) dissolved in methanol (54 ml) and acetone (270 ml) in the mixed solvent,. 25 – 30 C lower, adding concentrated hydrochloric acid (5.43 g, 55 mmol). The temperature slowly, about 15 – 20 C precipitated solid, lowering the temperature to – 10 – – 5 C stirring 2 hours, filtering, and washing the filter cake with cold acetone, 80 C and 10 – 20 mm Hg pressure drying to constant weight, to obtain the hydrochloride of crystalline form A solid 11 g, moisture 0.19%, purity 99.69%. Its X-ray powder diffraction pattern as shown in Figure 1; its heats analysis chart as shown in Figure 2.

The synthetic route of 641571-11-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Chuangnuo Pharmaceutical Co., Ltd.; Anlite (Shanghai) Pharmaceutical Technology Co., Ltd.; Shanghai Chuangnuo Pharmaceutical Group Co., Ltd.; Niu Deliang; Ma Bojun; Zhu Zhanqun; Wan Qiang; (10 pag.)CN108530364; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Formula: C11H10F3N3

Method C[95] A pale yellow solid final compound (16.3g, yield 76%) was obtained by reacting3-(4-methyl-imidazole-l-yl)-5-trifluoromethyl-phenylamine (1Og, 41.46mmol) with 3-(4-imidazole-l-yl-pyrimidine-2-yl amino)-4-methyl-benzoic acid methyl ester (14. Ig, 45.60mmol) in a similar manner as described in Method A of Example 1, except that sodium tert-butoxide was used, instead of potassium tert-butoxide.

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 641571-11-1.

Reference:
Patent; IL-YANG PHARM. CO., LTD.; KIM, Dong Yeon; CHO, Dae Jin; LEE, Gong Yeal; KIM, Hong Youb; WOO, Seok Hun; WO2010/18895; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 641571-11-1,Some common heterocyclic compound, 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, molecular formula is C11H10F3N3, 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.

Example 1; Synthesis of compound of formula (Ia); To a 1 -L flask, equipped with a mechanical stirrer, temperature sensor, reflux condenser, addition funnel and nitrogen inlet-outlet under a nitrogen atmosphere at 23C is charged with compounds (lie) (16 g), (IVa) (12 g) and THF (300 mL). The mixture is stirred for 15 minutes at 23C and cooled to -2O0C to -15C. A solution of 1 M potassium f-butoxide in THF (275 mL) is added at -2O0C to -100C. After the addition, the mixture is warmed to 18-23C. When the reaction is complete according to HPLC, the mixture is cooled to 5C. A solution of 15% aqueous sodium chloride (500 mL) is added to the mixture, maintaining temperature below 15C. Product is extracted into isopropyl acetate (500 mL) and washed in sequence with 15% aqueous sodium chloride solution (500 mL) and water (500 mL). The organic phase is distilled under atmospheric pressure at an internal temperature of 75-85C until the residual volume is about 200 mL. The resulting suspension is cooled to 70 +/- 5C and charged with ethanol (250 mL) and water (30 mL). The mixture is heated to reflux (780C) for 1 hour and then cooled to -1O0C to -15C. The suspension is stirred for an EPO additional 30 minutes at -1O0C to -15C. Any solid is collected by filtration, rinsed with cold (50C) ethanol (85 ml_) and dried under vacuum (10-20 torr) at 55-6O0C with a nitrogen bleed (8-16 hours) to obtain AMN107 (17.4 g, 67% yield) as a white solid.1H NMR 300 MHz, DMSOd6), delta 10.5 (s, 1 H), 9.15 (s, 1 H), 9.05 (S, 1 H), 8.60 (s, 1 H), 8.45 (d, 1 H), 8.35 (d, 1 H), 8.22 (d, 2H), 8.10 (d, 2H)1 7.65 (m, 2H), 7.45 (m, 4H), 2.25 (s, 3H), 2.05 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, its application will become more common.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2006/135641; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 641571-11-1, A common heterocyclic compound, 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, molecular formula is C11H10F3N3, 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.

A solution of potassium t-butoxide (11 mL of 1M solution, 5.5 equiv.) in THF was slowly (10 min) added to compound 3b (0.77 g, 2.0 mmol) and 1-(3-amino-5-trifluoromethylphenyl)-4-methyl-1Himidazole (0.45 g, 2.0 mmol) dissolved in THF (30 mL) at -15 to -10 C under an argon atmosphere. The dark red solution was stirred at room temperature for 3.5 h and then cooled to 0 C and treated with saturated NaCl aqueous solution (25 mL). The organic layer was separated; the aqueous one was extracted with EtOAc (2×15 mL). Combined organic extracts were dried (Na2SO4) and evaporated. The yellow solid residue was treated with toluene (5-10 mL) and filtered off to obtain nilotinib trifluoromethyl derivative 7 (0.8 g, 67%) as yellow solid; m.p. 269-271 C (EtOH); 1H NMR: delta 2.14 (3H, s, CH3), 2.32 (3H, s, CH3), 7.44 (1H, s, 5-H imidazole), 7.46 (1H, d, J = 8.1 Hz, 5-H), 7.50 (1H, dd, J = 8.0, 4.8 Hz, 5-H Py), 7.69 (1H, s, 2-H imidazole), 7.79 (1H, dd, J = 8.1, 1.7 Hz, 6-H), 7.88 (1H, s, Pm), 8.11 (1H, s, 2-H Ar), 8.16 (1H, d, J= 1.7 Hz, 2-H), 8.20 (1H, s) and 8.25 (1H, s) 4,6-H Ar, 8.48 (1H, dt, J= 8.0, 1.7 Hz, 4-H Py), 8.68 (1H, dd, J= 4.8, 1.7 Hz, 6-H Py), 9.29 (1H, d, J= 1.7 Hz, 2-H Py), 9.83 (1H, s, NH), 10.57 (1H, s, NH). 13C NMR: delta 13.5 (CH3), 18.2 (CH3), 103.2 (q, J= 3 Hz, C-5 Pm), 111.6 (q, J= 4 Hz, C-6 Ar), 114.2, 114.3 (q, J= 4 Hz, C-4 Ar), 115.0 (C-2 Ar), 120.7 (q, J= 274 Hz, CF3), 123.6 (q, J= 271 Hz, CF3), 123.8 (C-5 Py), 124.5, 124.8, 130.7, 130.8 (q, J= 32 Hz, C-CF3), 131.2, 131.9, 134.8 and 134.9 (C-4 Py, C-3), 137.3, 137.7, 137.9, 138.9, 141.3, 148.5 (C-6 Py), 152.2 (C-2 Py), 156.5 (q, J= 35 Hz, C-CF3Pm), 161.1 (C-4 Pm), 165.1 (C=O), 165.4 (C-2 Pm). Anal. calcd for C29H21N7F6O: C, 58.29; H, 3.54; N, 16.41; found: C, 58.30; H, 3.65; N, 16.22%.

The synthetic route of 641571-11-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Terentjeva; Muceniece; Lusis; Journal of Chemical Research; vol. 39; 4; (2015); p. 223 – 225;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 641571-11-1, These common heterocyclic compound, 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, 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.

To a solution of 15a (80 mg, 0.35 mmol) in NMP (2 mL) was added SOd2 (62 mg, 0.52 mmol). The reaction was heated at 90 C for 1 hour before 3 (84 mg, 0.35 mmol) was added. The resulting mixture was stirred at 90 C for 3 hours. The reactionwas quenched with water and basified with aqueous NaOH. The mixture was extracted with EtOAc twice. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The residue was purified by reverse prep-HPLC and then silica gel prep-TLC to give 4-methyl-N-(3-(4-methyl-1 H-imidazol-1 -yl)-5- (trifluoromethyl)phenyl)-3-(pyrimidin-2-ylamino)benzamide (12 mg, 7.6%) as a slightlyyellow solid.

Statistics shows that 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is playing an increasingly important role. we look forward to future research findings about 641571-11-1.

Reference:
Patent; CARDIO THERAPEUTICS PTY LTD; TREUTLEIN, Herbert; ZENG, Jun; DIXON, Ian; JAMES, Ian; PALMER, James T; (169 pag.)WO2018/165718; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, molecular formula is C11H10F3N3, 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. Computed Properties of C11H10F3N3

Methyl 3-((tert-butoxycarbonyl)amino)-4-methylbenzoate (Intermediate A, 39.8 g, 0.15 mol, 1.5 eq.),3-(4-Methyl-1-1H-imidazole)-5-trifluoromethylaniline (starting material SM2, 24.1 g, 0.1 mol, 1.0 eq.) and N,N-dimethylformamide (250 ML).The reaction mixture was cooled to -10 to 0 C, and potassium t-butoxide (56.1 g, 0.5 mol, 5.0 eq.) was added to the reaction mixture and stirred for 2 to 3 hours.The reaction was monitored by high performance liquid chromatography, and water (100 mL) was added to the reaction mixture.A 3N aqueous hydrochloric acid solution was added to the system to adjust the pH to 7-8. filter,The filter cake is dried to give 2-methyl-5-((3-(4-methyl-1-1H-imidazole)-5-(trifluoromethylphenyl)carbamoylphenyl)carbamic acid tert-butyl 45.1 g of ester (intermediate B),A crude white to yellow solid with a purity of 94.8% and a molar yield of 95%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 641571-11-1, its application will become more common.

Reference:
Patent; Shanghai Fu Xingxing Tai Pharmaceutical Technology Co., Ltd.; Liu Xuejun; Chen Xiaodong; Hao Lu; Wu Feng; (23 pag.)CN109666023; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, belongs to imidazoles-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 641571-11-1, COA of Formula: C11H10F3N3

General procedure: To a solution of chloroanhydride in dry CHCl3 was addedamine R2NH2 (one equivalent) and Et3N (1.5 equivalents). The reaction mixture was stirred atroom temperature. The reaction progress was monitored by TLC. Cold water was added to thereaction mixture. The organic layer was separated from the water. The combined organic layers weredried over Na2SO4, filtered, and concentrated under vacuum. The product was purified by columnchromatography on silica gel.

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, 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kalinichenko, Elena; Faryna, Aliaksandr; Kondrateva, Viktoria; Vlasova, Alena; Shevchenko, Valentina; Melnik, Alla; Avdoshko, Olga; Belko, Alla; Molecules; vol. 24; 19; (2019);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 641571-11-1, The chemical industry reduces the impact on the environment during synthesis 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, I believe this compound will play a more active role in future production and life.

1006651 A solution of 3 -((4-(5-hydroxypyridin-3 -yl)pyrimidin-2-yl)amino)-4-methylbenzoic acid (6.4 g, 19.0 mmol) in NMP (64 mL) was dropwise charged with thionylchloride (1.6 mL, 22.8 mmol) at room temperature. The resulting solution was heated to 60 Cfor 1 h and was charged with 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline (5.5 g,22.8 mmol) in one lot. The reaction mixture was heated to 90 C for 2 h. then cooled to roomtemperature and diluted with H20 (128 mL) and pH was adjusted to 10 using 40 % aqueoussolution of sodium hydroxide. The reaction mixture was stirred at 80 C for 30 mm. Thereaction mixture was cooled to 40 C and solid obtained was filtered and washed with H20.The wet cake was suspended in H20 and reheated to 40 C for 1 h. The solid obtained wasfiltered and dried to give 5.6 g, 52% yield of the title compound as an off white solid. ?H NMR(400 MHz, DMSO-d6): oe = 10.61 (s, 1H), 9.16 (s, 1H), 8.88 (d, J= 1.34 Hz, 1H), 8.56 (d, J=4.91 Hz, 1H), 8.36-8.41 (m, 2H), 8.28 (s, 1H), 8.15 -8.21 (m, 2H), 7.95 -7.99 (m, 1H), 7.70- 7.79 (m, 2H), 7.52 (d, J= 5.35 Hz, 1H), 7.47 (d, J= 4.46 Hz, 2H), 3.83 (s, 3H), 2.37 (s, 3H),2.18 (s, 3H); MS (ESj: m/z = 560.30 [M+H] LCMS: tR = 2.61 mm.

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, 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; COFERON, INC.; FOREMAN, Kenneth, W.; JIN, Meizhong; WANNER, Jutta; WERNER, Douglas, S.; WO2015/106292; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C11H10F3N3

General procedure: A suspension of methyl 4-methyl-3-(4-(pyridin-3-yl)thiazol-2-ylamino)benzoate (325 mg, 1mmol) and 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline (241 mg, 1 mmol) in 10 mL anhydrous THF was cooled to -20 C, a solution of tBuOK (672 mg, 6 mmol) in 10 mL anhydrous THF was added. The reaction mixture was warmed to room temperature slowly and stirred at r.t. for 10 h. The reaction was quenched by adding brine, extracted by E.A., the organic phase were combined, then remove the solvent and the residue was purified by column chromatography on silica gel to afford the title product as a white solid (459 mg, 86%).

The synthetic route of 641571-11-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Deping; Zhang, Zhang; Lu, Xiaoyun; Feng, Yubing; Luo, Kun; Gan, Jirong; Yingxue, Liu; Wan, Junting; Li, Xiang; Zhang, Fengxiang; Tu, Zhengchao; Cai, Qian; Ren, Xiaomei; Ding, Ke; Bioorganic and Medicinal Chemistry Letters; vol. 21; 7; (2011); p. 1965 – 1968;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 641571-11-1, 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. 641571-11-1 name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, 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 solution of chloroanhydride in dry CHCl3 was addedamine R2NH2 (one equivalent) and Et3N (1.5 equivalents). The reaction mixture was stirred atroom temperature. The reaction progress was monitored by TLC. Cold water was added to thereaction mixture. The organic layer was separated from the water. The combined organic layers weredried over Na2SO4, filtered, and concentrated under vacuum. The product was purified by columnchromatography on silica gel.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, and friends who are interested can also refer to it.

Reference:
Article; Kalinichenko, Elena; Faryna, Aliaksandr; Kondrateva, Viktoria; Vlasova, Alena; Shevchenko, Valentina; Melnik, Alla; Avdoshko, Olga; Belko, Alla; Molecules; vol. 24; 19; (2019);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem