Category: 641571-13-3

Reference of 641571-13-3, 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 641571-13-3 as follows.

To a solution of 4-methyl-N3-[l-(7Eta-rhoyrrolo[2,3-J]pyrimidin-4-yl)-lEta- imidazol-2-yl] -benzene- 1,3 -diamine (15.0 mg, 0.049 mmol), 3-(4-methyl-imidazol-l-yl)-5- trifluoromethyl-benzoic acid (16.0 mg, 0.059 mmol), and DIEA (35yL, 0.20 mmol) in DMF (2mL) is added HATU (21 mg, 0.055 mmol). After stirring for 1 hour at room temperature, the solvent is removed under vacuum. The residue is dissolved in DMSO (ImL). The resulting solution is subjected to purification by reverse-phase HPLC to give 3-(4-methyl- EPO imidazol-l-yl)-N-{4-methyl-3-[l-(7H-pyrrolo[2,3-cT]pyrimidm-4-yl)-lH-imidazol-2- ylamino]-phenyl}-5-trifluoromethyI-benzamide: 1H NuMR 600 MHz (DMSO-J6) delta 12.73 (s, IH), 11.32 0, IH), 10.67 (s, 1 H), 9.60 (s, 1 H), 8.82 0,1 H), 8.64-8.56 (m, 2H), 8.46 (s, IH), 8.43 (s, IH), 8.17 (s, IH), 7.93 (d, IH, J= 2.8 Hz), 7.79 (t, IH, J= 3.2 Hz), 7.52 (d, IH, J= 8.0 Hz), 7.30 (J, IH, J= 8.0 Hz), 7.11 (s, IH), 7.07 (m, IH), 2.39 (s, 3H), 2.36 (5, 3H); MS m/z 558.2 (M + 1).

According to the analysis of related databases, 641571-13-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; WO2006/101783; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 641571-13-3, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C12H9F3N2O2

3-(4-Methyl-imidazol-l-yl)-N-{4-methyl-3-[3-methyl-3-(7H-pyrrolo[2,3- d1pyrimidin-4-ylVureido1-phenvU-5-trifluoromethyl-benzamide [00104] To a solution of 7 (7 mg, 0.23 mmol, 1.0 eq.), 3-(4-Methyl-imidazol-l- yl)-5-trifluoromethyl-benzoic acid (7.6 mg, 0.27 mmol, 1.2 eq.), and DIPEA (40 mul, 0.27 mmol, 1.2 eq.) in DMF (0.5 ml) is added HATU (9.9 mg, 0.25mmol, 1.1 eq.). After stirring for 1 hour at room temperature, the solvent is removed under vacuum. The residue is dissolved in DMSO (ImI). The resulting solution is subjected to purification by reverse- EPO phase LC-MS to yield the title compound as a TFA salt: 1H NMR 400 MHz (DMSOd6) delta 1H NMR 400 MHz (DMSOd6) delta 12.81 (bs, IH), 12.28 (bs, IH), 10.52 (bs, IH), 9.40 (s, IH), 8.52 (s, IH), 8.51 (s, IH), 8.40 (d, J = 2.0 Hz, IH), 8.36 (s, IH), 8.33 (s, IH), 7.48 (m, 2H), 7.19 (d, J = 8.32 Hz, IH), 6.78 (m, IH) 3.05 (s, 3H), 2.30 (s, 3H) 2.27 (s, 3H); MS m/z 549.2 (M + 1).

The synthetic route of 641571-13-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM, LLC; WO2006/124462; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 641571-13-3, These common heterocyclic compound, 641571-13-3, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid, 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.

Example 17; N- 3 -(2, 5 ‘-Bipyrimidin-4-ylamino”)-4-methylphenyll -3 -(4-methy 1- 1 iZ-imidazol- 1 -vD-5- (trifluoromethyDbenzamide; A solution of 3 -(4-methy 1- 1 H-imidazol- 1 -y l)-5 -(trifluoromethyl)benzoic acid (Method27; 100 mg5 0.36 mmol), N3-255’-bipyrimidin-4-yl-4-methylbenzene-l53-diamine (Method 20; 97 mg5 0.36 mmol) and DIEA (0.25 ml, 1.08 mmol) in DMF (5 ml) was treated with HATU (205 mg, 0.40 mmol). The reaction mixture was stirred for 15 h at 25 C. The reaction was quenched with 10% NaOH and extracted with EtOAc. The organics were dried with NaCl(sat) and then Na2SO4(S) and removed under reduced pressure. The residue was purified by reverse phase semi-preparative chromatography to give the title compound. NMR (300 MHz): 10.75 (s, IH)5 9.75 (s, IH), 9.45 (s, 2H)5 9.41 (s, IH), 9.21 (s, IH)5 8.66 (s, IH), 8.33 – 8.45 (m, 3H), 8.17 – 8.22 (m, 2H), 7.52 (d, IH), 7.27 (d, IH)5 6.73 (d, IH)5 2.31 (s, 3H)5 2.19 (s, 3H); m/z 531.

Statistics shows that 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid is playing an increasingly important role. we look forward to future research findings about 641571-13-3.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/79791; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 641571-13-3 as follows. Computed Properties of C12H9F3N2O2

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid (10 mg, 0.030 mmol), 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (22 mg, 0.058 mmol), and TEA (7.9 mg, 0.078 mmol) were dissolved in DMF (0.2 ml), the solution was stirred at 45 C. for 30 minutes, and then the compound F (10 mg, 0.030 mmol) was added, followed by stirring the solution at 45 C. for 12 hours. After the reaction was completed, ethyl acetate was added, and the reaction mixture was washed with a saturated aqueous NaCl solution. The organic layer was dried with sodium sulfate anhydrous and filtered, and then the solvent was removed under reduced pressure. The residue was crystallized to obtain a target compound 3-(4-methyl-1H-imidazol-1-yl)-N-(4-(2-oxo-2,3-dihydro-1H-thieno[3,4-b][1,4]diazepine-4-yl)phenyl)-5-(trifluoromethyl)benzamide (10.3 mg, 67%). 1H NMR (400 MHz, DMSO-d6) delta 10.77 (1H, s), 10.53 (1H, s), 8.49 (1H, s), 8.43 (1H, s), 8.27 (1H, s), 8.19 (1H, s), 8.09 (2H, d, J=8.8 Hz), 7.95 (2H, d, J=8.8 Hz), 7.75 (1H, s), 7.52 (1H, d, J=4.0 Hz), 7.02 (1H, d, J=3.6 Hz), 3.61 (2H, s), 2.19 (3H, s) (Exact mass 509.11, m/z 510.1193)

According to the analysis of related databases, 641571-13-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Industry-University Cooperation Foundation Hanyang University ERICA Campus; HAH, Jung-Mi; LEE, Jung Hun; KIM, Minjung; (30 pag.)US2018/37589; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 641571-13-3, 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 641571-13-3 as follows.

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid (12 mg, 0.0436 mmol), 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (22.6 mg, 0.059 mmol), and TEA (7.2 mg, 0.078 mmol) were dissolved in DMF (0.2 ml), the solution was stirred at 45 C. for 30 minutes, the compound F (10.2 mg, 0.039 mmol) was then added, and the solution was stirred at 45 C. for 12 hours. After the reaction was completed, ethyl acetate was added and the reaction mixture was washed with a saturated aqueous NaCl solution. The organic layer was dried with sodium sulfate anhydrous and filtered, and then the solvent was removed under reduced pressure. The residue was crystallized to obtain a target compound 3-(4-methyl-1H-imidazol-1-yl)-N-(3-(2-oxo-2,3-dihydro-1H-thieno[3,4-b][1,4]diazepine-4-yl)phenyl)-5-(trifluoromethyl)benzamide (15.6 mg, 78%). 1H NMR (400 MHz, DMSO-d6) delta 10.71 (1H, s), 10.53 (1H, s), 8.49 (1H, s), 8.43-8.42 (2H, m), 8.26 (1H, s), 8.22 (1H, s), 8.06 (1H, dd, J=8.2, 1.4 Hz), 7.79 (1H, d, J=8.0 Hz), 7.73 (1H, s), 7.58-7.54 (2H, m), 7.04 (1H, d, J=4.0 Hz), 3.61 (2H, s), 2.20 (3H, s). (Exact mass 509.11, m/z 510.1186)

According to the analysis of related databases, 641571-13-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Industry-University Cooperation Foundation Hanyang University ERICA Campus; HAH, Jung-Mi; LEE, Jung Hun; KIM, Minjung; (30 pag.)US2018/37589; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 641571-13-3, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid, 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 641571-13-3, Product Details of 641571-13-3

(VII) (10 g), t-butanol (300 mL), triethylamine (7.9 g) and diphenylphosphoryl azide (11.2 g) were added to a 500 mL reaction flask.The mixture was heated to reflux and refluxed for 16 hours then cooled to room temperature. The solvent was removed by evaporation under reduced pressure. The residue was treated with water (150 mL) and extracted with ethyl acetate (2 x 150 mL).The extracts were combined, washed with brine (150 mL), dried over sodium sulfate and evaporated to remove the solvent under reduced pressure to give the crude product (12.1 g). The crude product obtained in Example 1 (12.1 g) was chromatographed (silica gel eluting with ethyl acetate containing 2% ethanol) to give two components which were each recrystallized from ether-hexane to give a solid compound ( II) (5.25 g) and the solid compound (III) (3.76 g).

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)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Esteve Huayi Pharmaceutical Co., Ltd; Zhao, Liqiang; Wang, Zhao; Jiang, Hong; Dong, Jin; Xu, Xiaofei; Zheng, Guorong; (9 pag.)CN105985293; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 641571-13-3,Some common heterocyclic compound, 641571-13-3, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid, molecular formula is C12H9F3N2O2, 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.

(VII) (10 g), t-butanol (300 mL), triethylamine (7.9 g) and diphenylphosphoryl azide (11.2 g) were added to a 500 mL reaction flask. The mixture was heated to reflux and refluxed for 16 hours then cooled to room temperature. The solvent was removed by evaporation under reduced pressure. The residue was treated with water (150 mL) and extracted with ethyl acetate (2 x 150 mL). The extracts were combined, washed with brine (150 mL), dried over sodium sulfate and evaporated to remove the solvent under reduced pressure to give the crude product (12.5 g).The above crude product (12.5 g), n-propanol (125 mL), p-xylene (125 mL) and solid sodium hydroxide (7.3 g) were added to a 500 mL reaction flask. The mixture was stirred and the mixture was heated to reflux and refluxed for 30 hours. Stirring was stopped, water (162 mL) was added and the azeotrope was distilled off under reduced pressure. The residue was diluted with water (20 mL), cooled to 0 & lt; 0 & gt; C, stirred slowly for 1 h and filtered. The filter cake was washed with water (2 x 30 mL) and dried in vacuo at 55 C to give 7.1 g of the solid compound (I). The HPLC purity was 98.7% and the overall yield of the two-step reaction was 79.5%.

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)benzoic acid, its application will become more common.

Reference:
Patent; Esteve Huayi Pharmaceutical Co., Ltd; Zhao, Liqiang; Wang, Zhao; Jiang, Hong; Dong, Jin; Xu, Xiaofei; Zheng, Guorong; (9 pag.)CN105985293; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 641571-13-3, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid, 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 641571-13-3, Application In Synthesis of 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid

(E)-7-(5-amino-2-methylstyryl)thieno[3,2-d]pyrimidine-4-amine (100 mg, 0.354 mmol) and 3-(4-methyl-1H-imidazole-1-yl)-5-(trifluoromethyl)benzoic acid (96 mg, 0.354 mmol) were dissolved in DMF (1.5 mL), HATU (404 mg, 1.063 mmol) and TEA (0.248 mL, 1.7728 mmol) were added thereto and stirred at room temperature for 18 hours. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was dried with MgSO4, filtered and concentrated. The resulting mixture was purified by silica gel chromatography to obtain the title compound (142 mg, 75% yield). MS m/z [M+1] 535.15.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; HANMI SCIENCE CO., LTD.; CATHOLIC UNIVERSITY INDUSTRY ACADEMIC COOPERATION FOUNDATION; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; Son, Jung Beom; Jung, Seung Hyun; Choi, Wha ll; Jung, Young Hee; Choi, Jae Yul; Song, Ji Yeon; Lee, Kyu Hang; Lee, Jae Chul; Kim, Eun Young; Ahn, Young Gil; Kim, Maeng Sup; Choi, Hwan Geun; Sim, Tae Bo; Ham, Young Jin; Park, Dong-sik; Kim, Hwan; Kim, Dong-Wook; US2013/53370; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 641571-13-3, 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 641571-13-3 as follows.

General procedure: A mixture of compound 6a (20.0 mg, 0.06 mmol), 3-trifluoromethyl-benzoic acid (23.11 mg, 0.12 mmol), HOBt (18.1 mg, 0.13 mmol), and EDCI (29.1 mg, 0.15 mmol) in dry DMF (1.0 mL) was cooled to 0 C under nitrogen atmosphere. To the reaction mixture, triethylamine (0.002 mL, 0.015 mmol) was added at 0 C. The mixture was then stirred at 80 C for 12 h. The reaction mixture was cooled and then partitioned between water (5 mL) and ethyl acetate (5 mL) and the organic layer was separated. The aqueous layer was then extracted with ethyl acetate (3 × 3 mL) and the combined organic extracts were washed with brine and dried over anhydrous Na2SO4. After evaporation of the organic solvent, the residue was purified by column chromatography (silica gel, hexane-ethyl acetate 3:1 v/v then switching to hexane-ethyl acetate 1:1 v/v) to yield compound 9a (5.0 mg, 16.4%).

According to the analysis of related databases, 641571-13-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; El-Gamal, Mohammed I.; Jung, Myung-Ho; Lee, Woong San; Sim, Taebo; Yoo, Kyung Ho; Oh, Chang-Hyun; European Journal of Medicinal Chemistry; vol. 46; 8; (2011); p. 3218 – 3226;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 641571-13-3, 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 641571-13-3 as follows.

To a solution of 4-methyl-N3-[l-(7Eta-rhoyrrolo[2,3-J]pyrimidin-4-yl)-lEta- imidazol-2-yl] -benzene- 1,3 -diamine (15.0 mg, 0.049 mmol), 3-(4-methyl-imidazol-l-yl)-5- trifluoromethyl-benzoic acid (16.0 mg, 0.059 mmol), and DIEA (35yL, 0.20 mmol) in DMF (2mL) is added HATU (21 mg, 0.055 mmol). After stirring for 1 hour at room temperature, the solvent is removed under vacuum. The residue is dissolved in DMSO (ImL). The resulting solution is subjected to purification by reverse-phase HPLC to give 3-(4-methyl- EPO imidazol-l-yl)-N-{4-methyl-3-[l-(7H-pyrrolo[2,3-cT]pyrimidm-4-yl)-lH-imidazol-2- ylamino]-phenyl}-5-trifluoromethyI-benzamide: 1H NuMR 600 MHz (DMSO-J6) delta 12.73 (s, IH), 11.32 0, IH), 10.67 (s, 1 H), 9.60 (s, 1 H), 8.82 0,1 H), 8.64-8.56 (m, 2H), 8.46 (s, IH), 8.43 (s, IH), 8.17 (s, IH), 7.93 (d, IH, J= 2.8 Hz), 7.79 (t, IH, J= 3.2 Hz), 7.52 (d, IH, J= 8.0 Hz), 7.30 (J, IH, J= 8.0 Hz), 7.11 (s, IH), 7.07 (m, IH), 2.39 (s, 3H), 2.36 (5, 3H); MS m/z 558.2 (M + 1).

According to the analysis of related databases, 641571-13-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; WO2006/101783; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem