Category: 73746-45-9

Reference of 73746-45-9, A common heterocyclic compound, 73746-45-9, name is 5-Iodo-2-methyl-1H-imidazole, molecular formula is C4H5IN2, 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 160 mg (1.11 mmol) of 5-chloro-2-methyl-2H-pyridazin-3-one (CAS: [14628- 34-3]), 230 mg (1.11 mmol) of 4-iodo-2-methyl-lH-imidazole (CAS: [73746-45-9]), in 3.5 ml of dry DMF were added 721 mg (2.21 mmol) of cesium carbonate. The suspension was stirred for 30 min at 45C, then for 3h at 65C and allowed to cool. The cristallised product is filtered off, washed with ethyl acetate and dried in vaccuo to yield 250 mg (0.791 mmol, 71%) of the title compound as a crystalline light yellow solid, MS: m/e = 316.9 (M+H+).

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.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; JAESCHKE, Georg; LINDEMANN, Lothar; VIEIRA, Eric; WICHMANN, Juergen; WO2011/6910; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

73746-45-9, name is 5-Iodo-2-methyl-1H-imidazole, 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. Application In Synthesis of 5-Iodo-2-methyl-1H-imidazole

4-IODO-2-METHYL-LH-IMIDAZOLE (200 mg, 1.0 mmol), 4-fluorophenylboronic acid (215 mg, 1.6 mmol), copper (II) acetate (210 mg, 1.2 mmol) and ET3N (0.16 ml, 1.2 mmol) were sus- pended in 10 ml THF and oxygen was bubbled through the reaction mixture for 40 min. The reaction mixture was stirred for 48 hours at RT and then filtrated over DICALIT. The filtrate was concentrated and then purified by flash chromatography to yield 1- (4-FLUORO- PHENYL)-4-IODO-2-METHYL-LH-IMIDAZOLE (120 mg, 0.40 mmol, 41 %).

The synthetic route of 73746-45-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/80998; (2004); 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. 73746-45-9, name is 5-Iodo-2-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Iodo-2-methyl-1H-imidazole

4-Iodo-2-methyl-1H-imidazole (5.44 g, 26.14 mmol) was addedto a suspension of sodium hydride (1.10 g, 27.4 mmol) and 18-crown-6-ether (0.691 g, 2.61 mmol) in NMP (85 mL) at 0 C. The mixture was stirred at room temperature under N2 atmosphere for 30 min. The solution of 42 (5.00 g, 27.4 mmol) in NMP(15 mL) was added dropwise to a solution of the mixture in at 0 C. The mixture was stirred at 110 C under N2 atmosphere overnight. After cooling, the mixture was poured into saturated aqueous NH4Cl solution at room temperature and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with10-50% EtOAc in hexane) to give 5.57 g (58%) of 43 as off-white solid. 1H NMR (300 MHz, CDCl3) d 1.42 (3H, t, J = 7.2 Hz), 2.38(3H, s), 2.66 (3H, s), 4.40 (2H, q, J = 7.2 Hz), 7.10 (1H, s), 7.12-7.19 (2H, m), 8.00-8.07 (1H, m).

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.

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. 73746-45-9, name is 5-Iodo-2-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 73746-45-9

EXAMPLE 11 6-(2-Methyl-1H-imidazol-4-yl)-N-phenylimidazo[1,2-a]pyridine-2-carboxamide 400 mg of 6-trimethylstannyl-N-phenylimidazo[1,2-a]pyridine-2-carboxamide (Intermediate 4), 229 mg of 2-methyl-4-iodo-1H-imidazole, 8 mL of tetrahydrofuran, 9.1 mg of bis(dibenzylideneacetone)palladium and 4.6 mg of tris(2-furyl)phosphine are placed in a microwave tube. The reaction mixture is heated for 50 minutes in a microwave machine set at 130 C. and then concentrated to dryness. The residue is taken up in 3.5 mL of N,N-dimethylformamide and a further 150 mg of 2-methyl-4-iodo-1H-imidazole, 10 mg of bis(dibenzylideneacetone)palladium and 5 mg of tris(2-furyl)phosphine are added, followed by heating again for 40 minutes in a microwave machine set at 120 C. The reaction mixture is filtered, the insoluble matter is rinsed with methanol and dichloromethane and the combined filtrates are concentrated under reduced pressure. The residue is chromatographed on a silica cartridge, eluding with dichloromethane and then with a 90/10 mixture of dichloromethane and methanol. The fractions containing the pure expected product are combined and evaporated to dryness under reduced pressure to give 28 mg of 6-(2-methyl-1H-imidazol-4-yl)-N-phenylimidazo[1,2-a]pyridine-2-carboxamide in the form of a beige-coloured solid.

The synthetic route of 73746-45-9 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 73746-45-9, name is 5-Iodo-2-methyl-1H-imidazole, 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 73746-45-9, COA of Formula: C4H5IN2

Step 1 4-Iodo-2-methyl-1H-imidazole (1.0 g, 4.8 mmol) was dissolved in 10 mL of DMF. Trifluoroethyl p-toluenesulfonate (4.89 g, 19.2 mmol) and cesium carbonate (1.57 g, 4.8 mmol) were added and the mixture was stirred for 18 h in a 50 C. oil bath. The reaction was cooled and taken up in ethyl acetate and water. The layers were separated, and the aqueous layer was extracted twice more with ethyl acetate. The combined organic layers were washed with water and brine, and dried over sodium sulfate. After evaporation, the residue was purified by silica gel chromatography (ethyl acetate/hexanes) to give 0.6 g (43%) of 4-iodo-2-methyl-1-(2,2,2-trifluoro-ethyl)-1H-imidazole. (M+H)+=291.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Iodo-2-methyl-1H-imidazole, and friends who are interested can also refer to it.

Electric Literature of 73746-45-9, These common heterocyclic compound, 73746-45-9, name is 5-Iodo-2-methyl-1H-imidazole, 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.

Step C: Triethylamine (13.4 mL, 96.2 mmol) followed by trityl chloride (20.1 g, 72.1 mmol) were added to an ambient temperature solution of 4-iodo-2-methyl-1H-imidazole (ca. 10 g, 48.1 mmol) in methylene chloride (90 mL). After stirring at ambient temperature for 2 days, the reaction mixture was diluted with methylene chloride and washed with water and brine, dried (sodium sulfate) and concentrated in vacuo. Chromatography over silica eluting with 0-15% acetone/methylene chloride afforded the title compound.

The synthetic route of 73746-45-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chen, David; Franklin, Christopher L.; Guzzo, Peter R.; Lin, Linus S.; Lo, Michael M.C.; Nargund, Ravi P.; Sebhat, Iyassu K.; US2010/22598; (2010); 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. 73746-45-9, name is 5-Iodo-2-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Iodo-2-methyl-1H-imidazole

PREPARATION 73 1-(3-Methyl-4-nitrophenyl)-4-iodo-2-methylimidazole, m.p. 146-148, was prepared similarly to Preparation 20 using using 4-fluoro-2-methylnitrobenzene, 4-iodo-2-methylimidazole and sodium carbonate as the starting materials with dimethylformamide as the solvent. Analysis %: Found: C, 38.5; H, 3.1; N, 12.4; Calculated for C11 H10 N3 O2 I: C, 38.5; H, 2.9; N, 12.2;

The synthetic route of 73746-45-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc.; US4728653; (1988); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem