Category: 71759-87-0

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. 71759-87-0, name is 4-Iodo-1-methyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C4H5IN2

To a solution of chloride 2 (scheme 1) (2.45 g, 14.4 mmol) in THF (48 mL) at -78C was slowly added w-BuLi (2.5M in hexane, 7.2 mL, 18.0 mmol). The reaction mixturewas stirred for one hour [at -78C] followed by slow addition of ZnCl (0.5M in THF, 36mL, 18.0 mmol). In a few minutes the reaction mixture was allowed to warm to roomtemperature and stirred for one hour.[0422] A solution of 4-iodo-l -methyl- 1/f-imidazole (1.50 g, 7.2 mmol) Tet. Lett. 2004.45. 5529] in THF (5 mL) and the tetrakis(triphenylphosphine) palladium (0) (0.83 g, 0.72mmol) were added to the reaction mixture which was heated to reflux for 1 hour, cooled toroom temperature, diluted with aqueous ammonium hydroxide and, finally neutralized witha IN HC1 solution. The acidic solution was extracted with DCM, the extract was washedwith water and brine, dried over anhydrous magnesium sulfate, filtered and evaporatedunder reduced pressure. The residue was purified by flash chromatography (eluents DCM,then DCM-MeOH, 97:3) to afford title compound 175 (1.45 g, 81% yield) as a yellow solid.LRMS (M+l) 263.9 (100%), 265.9 (33%).

According to the analysis of related databases, 71759-87-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; METHYLGENE, INC.; WO2006/10264; (2006); A1;,
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. 71759-87-0, name is 4-Iodo-1-methyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C4H5IN2

To a microwave tube was added 4-iodo-l -methyl- 1H-imidazole (2.00 g, 9.62 mmmol) and CuCN (1.03 g, 11.5 mmol) in DMA (12 mL). The reaction mixture was heated at 180 C in a microwave reactor for 45 min. The reaction mixture was concentrated in vacuo. The residue was suspended in EtOAc/sat. NH4Cl/NH4OH (add NH4OH to sat NH4Cl to pH=9) and stirred for 30 min. The organic phase was separated, washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to afford 580 mg of the title compound as a light brown solid.

The synthetic route of 71759-87-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2009/70485; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 71759-87-0, name is 4-Iodo-1-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 71759-87-0, Recommanded Product: 71759-87-0

3 -Cyclopropyl- 1 H-pyrazol-5-amine (910 mg, 7.4 mmol), 4-iodo- 1-methyl-i Himidazole (1.85 g, 8.9 mmol), potassium carbonate (2.2 g, 15.5 mmol) and CuT (140 mg, 0.74 mmol) were placed in a dry round-bottom flask. Anhydrous toluene was added via a syringe and the system was degassed. trans-N,N?-Dimethylcyclohexane1,2-diamine (420 mg, 2.96 mmol) was added in one portion and the system was degassed followed by heating at reflux for 24 h. The reaction mixture was quenched with water. The aqueous layer was extracted with ethyl acetate, the combined organic layers were washed with brine, then dried over anhydrous Na2504. The volatile components were removed on a rotary evaporator and the residues were purified by flash column chromatography to yield the titled compound in 479 mg. ?H NMR (400 MHz, CDC13): 7.16 (s, 1H), 6.94 (s, 1H), 5.16 (br, 1H), 5.03 (s, 1H), 3.59 (s, 3H), 1.84- 1.74 (m, 1H), 0.84-0.76 (m, 2H), 0.66-0.58 (m, 2H). ESI-MS calculated for C,0H,4N5 [M+Hj = 204.12; Observed: 204.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodo-1-methyl-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; ZHAO, Yujun; ZHOU, Bing; AGUILAR, Angelo; (114 pag.)WO2016/138332; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 71759-87-0, name is 4-Iodo-1-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 71759-87-0, Formula: C4H5IN2

Preparation 78tert-butyl (3S,4R)-4-{[3-carbamoyl-5-( 1-methyl-i H-imidazol-4-yl) pyridin-2-ylloxy}-3-fluoropiperidine- 1 -carboxylate To a solution of tert-butyl (3S,4R)-4-{[3-carbamoyl-5-(4,4, 5, 5-tetramethyl- 1, 3,2-dioxaborolan-2- yl) pyridin-2-yl]oxy}-3-fluoropiperidine- 1 -carboxylate (Preparation 99, 900 mg, 1.94 mmol) and 4- iodo-i-methyl-1H-imidazole (403 mg, 1.94 mmol) in DMF (15 mL) was added a solution of potassium carbonate (534 mg, 3.87 mmol) in water (2 mL) and the mixture degassed with argon for 15 minutes. i,i-bis(diphenylphosphino)ferrocene palladium (II) dichloride (79 mg, 0.097mmol) was added and the reaction heated to 100C for 16 hours. The reaction was cooled, diluted with EtOAc, washed with water, brine, dried over sodium sulphate and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with 3-5% MeOH in DCM to afford the title compound (400 mg, 49%).1H NMR (400 MHz, DMSO-d6): O ppm 1.41 (5, 9H), 1.81-1.86 (m, 1H), 1.96-1.99 (m, 1H), 2.95-3.30 (m, 2H), 3.68 (5, 3H), 3.98-4.03 (m, 1H), 4.10-4.21 (m, 1H), 5.00 (d, 1H), 5.42-5.50 (m, 1H),7.53 ( br 5, 1 H), 7.67 (5, 1 H), 7.69 (5, 1 H), 7.82 (br 5, 1 H), 8.54 (d, 1 H), 8.63 (d, 1 H). MS mlz 420 [M+H]

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; PFIZER LIMITED; SKERRATT, Sarah Elizabeth; BAGAL, Sharanjeet Kaur; SWAIN, Nigel Alan; OMOTO, Kiyoyuki; ANDREWS, Mark David; WO2015/92610; (2015); A1;,
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. 71759-87-0, name is 4-Iodo-1-methyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., category: imidazoles-derivatives

To a solution of chloride 2 (scheme 1) (2.45 g, 14.4 mmol) in THF (48 mL) at -78C was slowly added w-BuLi (2.5M in hexane, 7.2 mL, 18.0 mmol). The reaction mixturewas stirred for one hour [at -78C] followed by slow addition of ZnCl (0.5M in THF, 36mL, 18.0 mmol). In a few minutes the reaction mixture was allowed to warm to roomtemperature and stirred for one hour.[0422] A solution of 4-iodo-l -methyl- 1/f-imidazole (1.50 g, 7.2 mmol) Tet. Lett. 2004.45. 5529] in THF (5 mL) and the tetrakis(triphenylphosphine) palladium (0) (0.83 g, 0.72mmol) were added to the reaction mixture which was heated to reflux for 1 hour, cooled toroom temperature, diluted with aqueous ammonium hydroxide and, finally neutralized witha IN HC1 solution. The acidic solution was extracted with DCM, the extract was washedwith water and brine, dried over anhydrous magnesium sulfate, filtered and evaporatedunder reduced pressure. The residue was purified by flash chromatography (eluents DCM,then DCM-MeOH, 97:3) to afford title compound 175 (1.45 g, 81% yield) as a yellow solid.LRMS (M+l) 263.9 (100%), 265.9 (33%).

According to the analysis of related databases, 71759-87-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; METHYLGENE, INC.; WO2006/10264; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 71759-87-0, 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 71759-87-0 as follows.

To compound 62.la (0.280g, 0.866mmol, 1.Oeq) in 1,4- dioxane (5. 6mL) was added 4-iodo- 1-methyl- 1H-imidazole (0.151 g, 0.693mmo1, 0. 8eq), Cs2CO3 (0.566g, 1.73mmol, 2.Oeq). The reaction mixture was degassed for 10 mm. under argon atmosphere, then Pd2(dba)3 (0.079g, 0. l73mmol, 0. leq) and Xantphos (0. bOg, 0. l73mmol, 0.2eq) were added, again degassed for 5 mm. The reaction was stirred at 110 C for 2h. Upon completion, reaction mixture was cooled to r.t., transferred in water and product was extracted with ethyl acetate. Organic layers were combined, washed with brine, dried over Na2SO4 and concentrated in vacuo to obtain crude product. This was purified by combi flash using 2% MeOH in CH2C12 as eluantto obtain pure 62.1 (0.llOg, 47.50%). MS(ES): m/z 220.48 [M]t

According to the analysis of related databases, 71759-87-0, the application of this compound in the production field has become more and more popular.

Synthetic Route of 71759-87-0, These common heterocyclic compound, 71759-87-0, name is 4-Iodo-1-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.

To a solution of 64.3 (0.400g, 1.23mmol, 1.Oeq) 4-iodo- 1-methyl-1H-imidazole (0.306g, 1.47mmol, 1.2eq) in mixture of MeOH (4mL) and dimethoxymethane (lmL). The reaction mixture was degassed by argon for 30 mm. Tetrakis(triphenylphosphine)palladium (0.141 g, 0.1 22mmol, 0.1 eq), Cesium fluoride (0.61 Og, 4.O4mmol, 3.3eq,) was added into reaction mixture and again reaction mixture was degassed by argon for 30 mm. Further reaction mixture was stirred at 150C for 5h. After completion of reaction, water was added to reaction mixture and extracted with ethyl acetate. Organic layers were combined, dried over Na2SO4 and concentrated in vacuo to obtain crude product. This was purified by column chromatography and compound was eluted in 20% ethyl acetate in hexane to obtain64.4 (0.200g, 58.18 %). MS(ES): m/z 281.35 [M+H]t

The synthetic route of 71759-87-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NIMBUS LAKSHMI, INC.; GREENWOOD, Jeremy Robert; LEIT DE MORADEI, Silvana Marcel; MASSE, Craig E.; MCLEAN, Thomas H.; MONDAL, Sayan; (869 pag.)WO2018/75937; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 71759-87-0, These common heterocyclic compound, 71759-87-0, name is 4-Iodo-1-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.

Procedure E3c – {3-r7-(1-Methyl-1 H-imidazol-4-yl)-imidazori ,2-alpyridin-3-yll-phenyl}-3-(2.2,2-trifluoro-ethyl)-urea; Procedure E3c is using the conditions described in generic Suzuki A4eTo a stirred mixture of 1-[3-(7-Boronic acid -imidazo[1 ,2-a]pyridn-3-yl)-phenyl]-3-(2,2,2- trifluoro-ethyl)-urea (0.15g, 0.39 mmol), in a MW tube was added 4-iodo-1-methyl-1 H- imidazole (83mg, 0.39mmol), SPHOS (6.5mg, 0.016mmol) and Pd2(dba)3 (7mg, 0.0076mmol ) in dioxane (2ml) followed by K3PO 4 (252mg, 1.18mmol) in water (1.2ml). The reaction mixture was heated in a CEM discover microwave synthesizer (300W) at 120 0C for hr. The mixture was allowed to cool, then partitioned between EtOAc /H2O, the organic layer was separated, dried (MgSO4), filtered and the solvent removed in vacuo. The residue was purified by prep HPLC to afford the desired product (8mg) MS: [M+H]+ = 415.To a stirred mixture of 1-[3-(7-Boronic acid -imidazo[1 ,2-a]pyridn-3-yl)-phenyl]-3-(2,2,2- trifluoro-ethyl)-urea (0.15g, 0.39 mmol), in a MW tube was added 4-iodo-1-methyl-1 H- imidazole (83mg, 0.39mmol), SPHOS (6.5mg, 0.016mmol) and Pd2(dba)3 (7mg, 0.0076mmol ) in dioxane (2ml) followed by K3PO 4 (252mg, 1.18mmol) in water (1.2ml). The reaction mixture was heated in a CEM discover microwave synthesizer (300W) at 120 0C for hr. The mixture was allowed to cool, then partitioned between EtOAc /H2O, the organic layer was separated, dried (MgSO4), filtered and the solvent removed in vacuo. The residue was purified by prep HPLC to afford the desired product (8mg) MS: [M+H]+ = 415.

Statistics shows that 4-Iodo-1-methyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 71759-87-0.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2008/78091; (2008); 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. 71759-87-0, name is 4-Iodo-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Quality Control of 4-Iodo-1-methyl-1H-imidazole

To a solution of 4-iodo-l -methyl- l/f-imidazole (0.31 g, 1.50 mmol) in dichloromethane (5 mL) was added ethylmagnesium bromide (3.0 M solution in tetrahydrofuran, 0.50 mL, 1.50 mmol). The reaction mixture was stirred at room temperature for 15 minutes and a solution of 3,5-dichloro-6-(2,6-difluorophenyl)-l-(2- methylpropyl)-2(lH)-pyrazinbne (i.e. the product of Example 10 step A) (0.50 g, 1.50 mmol) in dichloromethane (5 mL) was added. The reaction mixture was stirred at room temperature overnight, and then quenched with saturated aqueous ammonium chloride solution (1 mL). The resulting mixture was passed through ChemElute, diatomaceous earth column by Varian, and concentrated under reduced pressure to give an oil. This residue EPO was purified by silica gel flash chromatography (5 % methanol in ethyl acetate as eluant) to afford 150 mg of the title product, a compound of the present invention. 1H NMR (CDCl3) delta 8.35 (s, IH), 7.59 (s, IH)5 7.58-7.51 (m, IH), 7.08 (t, 2H)5 3.78-3.74 (m, 5H), 2.01-1.92 (m, IH), 0.76 (d, 6H).

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; E.I. DUPONT DE NEMOURS AND COMPANY; WO2006/89060; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 71759-87-0, 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. 71759-87-0, name is 4-Iodo-1-methyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

[0297] To a solution of 4-iodo-l -methyl- lH-imidazole (34.0 g, 163 mmol) in THF (300 mL) at -10 C was added isopropylmagnesium chloride (25.0 g, 244 mmol) dropwise under N2. The mixture was stirred for 1 h at this temperature, and then tributylchlorostannane (55.6 g, 171 mmol) was added drop-wise. The reaction was stirred at room temperature overnight under N2. The reaction mixture was diluted with saturated aqueous NH4Cl (400 mL) and extracted with EtOAc (200 mL x 3). The combined organic phases were washed with water (200 mL x 2) and brine (200 mL), dried over Na2S0, and concentrated to dryness, to afford the desired product (65.0 g, 100 %) as colourless oil, which was used in the next step directly. [0298] LC-MS (Agilent): Rt 2.84 min; m/z calculated for Ci6H32N2Sn [M+H] + 373.2, found 373.2

The synthetic route of 4-Iodo-1-methyl-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EPIZYME, INC.; HARVEY, Darren Martin; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; (246 pag.)WO2019/108824; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem