Category: 184098-19-9

Adding a certain compound to certain chemical reactions, such as: 184098-19-9, name is 3-(2-Methyl-1H-imidazol-1-yl)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 184098-19-9, Recommanded Product: 184098-19-9

5.4 l-[2-(2,6-Dioxo-piperidin-3-ylM-oxo-2,3-dihvdro-l//-isoindol-5- ylmethyll-3-[3-(2-methyl-imidazol-l-yl)-phenyll-urea; formic acid; A mixture of 3-(5-aminomethyl-l-oxo-l,3-dihydro-isoindol-2-yl)-piperidine-2,6- dione methanesulfonic acid salt (0.40 g, 1.1 mmol) and CDI (0.19 g, 1.2 mmol) in DMF (5 mL) was stirred at RT for 18 hrs. To the mixture was added 3-(2-methyl-imidazol-l-yl)-phenylamine (0.19 g, 1.1 mmol) at RT, and the mixture was stirred at 60 0C for 24 hrs. To the mixture was added water (25 mL) and ether (20 mL). The mixture was stirred at RT for 2 hrs. The suspension was filtered and the solid was washed with water (20 mL), ethyl acetate (20 mL), and water (20 mL) to give a solid. The solid was purified with preparative HPLC to give the product as a white solid (100 mg, 20% yield): HPLC: Waters Symmetry Ci8, 5 mum, 3.9 x 150 mm, 1 mL/min, 240 nm, 5% gradient 95% in 5 min, CH3CN/0.1% H3PO4, 4.48 min (96.8 %); mp: 218-220 0C; 1H NMR (OMSO-d6) delta 1.89 – 2.12 (m, IH, CHH), 2.25 – 2.29 (m, 3H, CH3), 2.30 – 2.46 (m, IH, CHH), 2.54 – 2.68 (m, IH, CHH), 2.78 – 3.04 (m, IH, CHH), 4.31 (d, J= 17.4 Hz, IH, CHH), 4.38 – 4.53 (m, 3H, CHH, CH2), 5.11 (dd, J= 5.1, 13.2 Hz, IH, NCH), 6.89 (d, J= 1.3 Hz, IH, Ar), 6.92 – 7.05 (m, 2H, Ar, NH), 7.23 (d, J= 1.3 Hz, IH, Ar), 7.32 – 7.40 (m, 2H, Ar), 7.41 – 7.49 (m, IH, Ar), 7.52 (s, IH, Ar), 7.57 – 7.65 (m, IH, Ar), 7.69 (d, J= 7.9 Hz, IH, Ar), 8.18 (s, IH, HCOOH), 9.03 (s, IH, NH), 10.98 (s, IH, NH); 13C NMR (DMSO-(Z6) ^ 13.60, 22.49, 31.20, 42.77, 47.12, 51.58, 114.22, 116.89, 117.61, 120.68, 121.88, 122.93, 126.89, 127.13, 129.63, 130.30, 137.90, 141.50, 142.38, 143.43, 144.69, 155.16, 163.44, 167.93, 170.98, 172.85; LCMS MH+ = 473; Anal. Calcd. for C25H24N6O4 + HCOOH + 1.5 H2O: C, 57.24; H, 5.36; N, 15.40; Found: C, 57.43; H, 5.11; N, 15.57.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(2-Methyl-1H-imidazol-1-yl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; CELGENE CORPORATION; MULLER, George, W.; RUCHELMAN, Alexander, L.; WO2010/53732; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 184098-19-9, 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. 184098-19-9, name is 3-(2-Methyl-1H-imidazol-1-yl)aniline, This compound has unique chemical properties. The synthetic route is as follows.

A cooled (0 0C) solution of 6-(cyclopropylmethyl(propyl)amino)pyrimidine-4- carboxylic acid (Intermediate 21 , 112 mg; 0.45 mmol) in DCM was treated with diisopropylethylamine (78.4 mL; 0.52 mmol) and methyl chloroformate (36.2 mL; 0.47 mmol). After stirring at 0 0C for 15 minutes, 3-(2-methyl-1 H- imidazol-1-yl)aniline (Maybridge, 117 mg; 0.67 mmol) was added and the mixture stirred for 72 hours. The solvent was evaporated and the compound purified by preparative HPLC to give the title compound as a white solid. 1H NMR (400MHz, CDCI3) delta 10.11 (1 H, s), 8.57 (1 H, s), 7.98 (1 H, t, J = 2.1 Hz), 7.64 (1 H, dd, J = 8.2, 2.0 Hz), 7.47 (1 H, t, J = 8.0 Hz), 7.35 (1 H, s), 7.09- 7.02 (3H, m), 3.53 (4H, s), 2.43 (3H, s), 1.76-1.64 (2H, m), 1.09 (1 H, m), 0.97 (3H, t, J = 7.3 Hz), 0.57 (2H, d, J = 7.7 Hz), 0.35-0.29 (2H, m). MS (ESI+) 391. HPLC (Condition C) Rt 2.33 min (HPLC purity 99.8%).

The chemical industry reduces the impact on the environment during synthesis 3-(2-Methyl-1H-imidazol-1-yl)aniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; LABORATOIRES SERONO SA; WO2009/19167; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 184098-19-9, 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. 184098-19-9, name is 3-(2-Methyl-1H-imidazol-1-yl)aniline belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To 5-chloropyrazolo[l,5-a]pyrimidine-3-carbaldehyde (39 mg, 0.215 mmol) in dioxane was added 3-(2-methyl-lH-imidazol-l-yl)aniline (90 mg, 0.520 mmol). The mixture was heated in microwave (200 W) for 50 minutes at 120 C. The solid formed was isolated by filtration and air dried to yield 48 mg 5-(3-(2-methyl-lH-imidazol-l- yl)phenylamino)pyrazolo[l,5-a]pyrimidine-3-carbaldehyde (70%> yield). LCMS (M+l=319)

The synthetic route of 3-(2-Methyl-1H-imidazol-1-yl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CYLENE PHARMACEUTICALS INC.; HADDACH, Mustapha; RYCKMAN, David; RAFFAELE, Nicholas; WO2011/31979; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem