Category: 36947-68-9

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. 36947-68-9, name is 2-Isopropyl-1H-imidazole, A new synthetic method of this compound is introduced below., Safety of 2-Isopropyl-1H-imidazole

To a stirred solution of 157 2-isopropyl-1H-imidazole (80.0 g, 0.73 mol) in 12 DMF (800 mL) at 0 C. was added 105 K2CO3(301 g, 2.2 mol) followed by 51 bromoacetonitrile (77 mL, 1.1 mol). Then the reaction mixture was allowed to stir at rt for 16 h. The mixture was diluted with EtOAc (800 mL) and water (1 L), the organic layer was separated and the aqueous layer was extracted with EtOAc (2×1 L). The combined organic extracts were dried over Na2SO4 and the solvent was removed by evaporation. Purification (FCC, SiO2, 30-40% EtOAc/hexanes) afforded the title compound (58.3 g, 54%) as a dark brown oil. 1H NMR (400 MHz, CDCl3) delta 7.00 (d, 1H, J=1.6 Hz), 6.94 (d, 1H, J=1.6 Hz), 4.89 (s, 2H), 3.05-3.01 (m, 1H), 1.37-1.35 (d, 6H, J=6.8 Hz).

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; Dart NeuroScience, LLC; Bookser, Brett; Botrous, Iriny; Branstetter, Bryan; Dyck, Brian; Weinhouse, Michael; US2019/177327; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 36947-68-9,Some common heterocyclic compound, 36947-68-9, name is 2-Isopropyl-1H-imidazole, molecular formula is C6H10N2, 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.

Preparation 20; 4-(2-isoPropyl-1H-imidazol-1-yl)piperidine; Methanesulphonyl chloride (0.27 mL, 3.4 mmol) was added dropwise to a stirring mixture of 1-tertbutoxycarbonyl-4-hydroxypiperidine (457 mg, 2.27 mmol) and triethylamine (0.95mL, 6.8 mmol) in dichloromethane (10 mL) at 0 C. under nitrogen. After 20 mins, the mixture was allowed to warm to room temperature and stirred for a further 30 mins. Water (10 mL) was added and the organic layer was separated and the solvent evaporated under reduced pressure. The residue was taken up in acetonitrile (10 mL) and 2-isopropylimidazole (250 mg, 2.27 mmol) and cesium carbonate (880 mg, 22.7 mmol) were added. The mixture was refluxed for 3 days and then allowed to cool. The mixture was filtered and the solvent was removed in vacuo. The residue was filtered through a silica plug using ethyl acetate and the solvent was removed under reduced pressure. The residue was dissolved in methanol (5 mL) and ethereal hydrogen chloride (5 mL of a 2N solution) was added. The mixture was stirred overnight, the solvent was removed in vacuo and the residue was chromatographed on silica gel using an elution gradient of dichloromethane to 94:6:0.6 dichloromethane:methanol:0.88 ammonia as eluant to afford the title compound as a white solid, 28 mg.LRMS: m/z APCI 194 [MH]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Isopropyl-1H-imidazole, its application will become more common.

Reference:
Patent; PFIZER INC; US2009/209578; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 36947-68-9, name is 2-Isopropyl-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. Quality Control of 2-Isopropyl-1H-imidazole

General procedure: A solution of imidazole 4-13, benzimidazole 40, 41, pyridoimidazole 42 or benzotriazole 43 (23 mmol) in dry DMF (15 mL) and K2CO3 (11.5 mmol) was stirred for 10 min at 0-5 C, under nitrogen atmosphere. After this time, appropriate 1-aryl-2-bromo-ethanone 18-21 (23 mmol) was added and the mixture was stirred for 1.5 h then poured into ice water. The resulting crude material was extracted with dichloromethane (3 × 50 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure; the obtained residue were purified by means of flash chromatography performed using silica gel 60 (230-400 mesh) and a mixture of ethyl acetate/methanol 8:2 v/v or dichloromethane/methanol 9.5/0.5 v/v (only for purification of 25 and 26, 49 and 51, 50 and 52, respectively) as eluent.

The synthetic route of 2-Isopropyl-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Salerno, Loredana; Modica, Maria N.; Romeo, Giuseppe; Pittala, Valeria; Siracusa, Maria A.; Amato, Maria E.; Acquaviva, Rosaria; Di Giacomo, Claudia; Sorrenti, Valeria; European Journal of Medicinal Chemistry; vol. 49; (2012); p. 118 – 126;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 36947-68-9, name is 2-Isopropyl-1H-imidazole, molecular formula is C6H10N2, 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. Application In Synthesis of 2-Isopropyl-1H-imidazole

General procedure: To a stirred solution of indole (1.0 mmol)/Imidazole (1.2 mmol) in DMSO was added 1,3-diyne (1.0 mmol), CuI (0.1 mmol), 1,10-phenanthroline (0.05 mmol) and cesium carbonate (1.5 mmol). The reaction mixture was heated at 100 C for 5-16 h and the completion of the reaction was monitored by TLC. After completion of the reaction, it was cooled down to room temperature and then diluted with H2O (5 mL) followed by extraction of the product with EtOAc (3 × 10 mL). The combined organic layer was washed with brine, dried over anhydrous Na2SO4 and the solvent was removed in vacuo. The crude product was purified on a silica gel column using hexane: ethyl acetate as eluent. The Z isomer was crytalised using DCM/EtOH in indole and EtOH in case of imidazole.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36947-68-9, its application will become more common.

Reference:
Article; Gupta, Sahaj; Agarwal, Piyush K.; Saifuddin, Mohammad; Kundu, Bijoy; Tetrahedron Letters; vol. 52; 44; (2011); p. 5752 – 5757;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 36947-68-9, These common heterocyclic compound, 36947-68-9, name is 2-Isopropyl-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.

Example A29 A mixture of 2-isopropylimidazole (3.0 g, 27.2 mmol) and DIEA (5.28 g, 40.9 mmol) in DCM (75 mL) was treated drop-wise with methoxyethoxymethyl chloride [MEM-Cl](4.24 g, 34.0 mmol) and stirred at RT for 16 h. The mixture was washed with water, then brine, dried over Na2SO4 and concentrated to dryness to afford 2-isopropyl-1-((2-methoxyethoxy)methyl)-1H-imidazole (3.91 g, 72%). 1H NMR (400 MHz, DMSO-d6): delta 7.11 (d, J=1.3 Hz, 1H), 6.74 (d, J=1.3 Hz, 1H), 5.30 (s, 2H), 3.47-3.46 (m, 2H), 3.38-3.37 (m, 2H), 3.19 (s, 3H), 3.08-3.07 (m, 1H), 1.18 (d, J=6.8 Hz, 6H).

Statistics shows that 2-Isopropyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 36947-68-9.

Reference:
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Kaufman, Michael D.; Patt, William C.; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Yates, Karen M.; US2014/275080; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 36947-68-9, A common heterocyclic compound, 36947-68-9, name is 2-Isopropyl-1H-imidazole, molecular formula is C6H10N2, 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.

2-Isopropyl-1H-imidazole (600 mg, 5.45 mmol) was dissolved in 1,4-dioxane (6 mL)-2-methoxyethanol (6 mL), N-chlorosuccinimide (1.0 g, 7.51 mmol) was added, and the mixture was heated at room temperature for 30 min. N-chlorosuccinimide (450 mg, 3.38 mmol) was further added, and the mixture was stirred at room temperature for 1 hr. Water was added to the mixture, and the precipitated crystals were collected by suction filtration to give 4,5-dichloro-2-isopropyl-1H-imidazole (477 mg, 49%). ESIMS m/z: 179 (M + H)+; 1H NMR (270 MHz, CDCl3, delta): 1.32 (d, J = 7.2 Hz, 6H), 2.89-3.11 (m, 1H)

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; Kyowa Hakko Kirin Co., Ltd.; YAMAMOTO, Keisuke; TAMURA, Tomohiro; NAKAMURA, Rina; UENO, Kimihisa; HOSOE, Shintaro; EP2740730; (2014); 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. 36947-68-9, name is 2-Isopropyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 36947-68-9

Example 47 Production of 2-[2-(2-Isopropylimidazol-1-yl)ethyl]isoindole-1,3-dione. N-(2-Bromoethyl)phthalimide (12.7 g, 50 mmol) and anhydrous potassium carbonate (6.9 g, 50 mmol) were added to a DMF (100 mL) solution of 2-isopropylimidazole (5.0 g, 45 mmol), and the mixture was stirred at 100C for 14 hours. The reaction mixture was poured into ice water, and extracted with ethyl acetate. An organic layer was dried over anhydrous sodium sulfate. Thereafter, the residue obtained by distilling off the solvents under a reduced pressure was purified with silica gel column chromatography (PSQ100B, chloroform : methanol = 100:1), to give the captioned compound (2.8 g, 22%) as an oily product. 1H-NMR (DMSO-d6) delta: 1.12 (d, J=6.7 Hz, 6H), 2.90-3.00 (m, 1H), 3.88 (t, J=6.3 Hz, 2H), 4.18 (t, J=6.3 Hz, 2H), 6.68 (s, 1H), 6.93 (s, 1H), 7.84-7.86 (m, 4H).

According to the analysis of related databases, 36947-68-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nippon Zoki Pharmaceutical Co., Ltd.; OOKUBO, Tomohiro; NAKAMURA, Ko; NAKAZAWA, Yoshitaka; NANBA, Hiroyoshi; YOSHIDA, Hiroyuki; EP2940003; (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. 36947-68-9, name is 2-Isopropyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Isopropyl-1H-imidazole

43-a : Synthesis of 1-(4-chloro-2-nitrophenyl)-2-isopropyl-1H-imidazole A mixture of 1.01 g of 4-chloro-1-fluoro-2-nitrobenzene, 634 mg of 2-isopropylimidazole, 1.46 mL of N,N-diisopropylethylamine and 12 mL of acetonitrile was heated under reflux for 15 hours. The solvent was distilled off, water was added, and the reaction liquid was rendered acidic with diluted hydrochloric acid, followed by washing with diethyl ether. The aqueous layer was rendered alkaline with aqueous sodium hydroxide solution, and extracted twice with chloroform. The organic layer was washed with water, dried over magnesium sulfate, and removed of the solvent by distillation to provide 0.98 g of the title compound. 1H-NMR(CDCls,delta):1.22(6H,d,J=6.9Hz),2.5-2.8(1H,m), 6.81(1H,d,J=1.2Hz),7.09(1H,d,J=1.5Hz),7.39(1H,d,J=8.5Hz), 7.71(1H,dd,J=2.3,8.5Hz),8.05(1H,d,J=2.7Hz) MS(m/z):267(M++2), 265(M+)

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 36947-68-9.

Reference:
Patent; ASKA Pharmaceutical Co., Ltd.; EP2123301; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 36947-68-9, 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. 36947-68-9 name is 2-Isopropyl-1H-imidazole, 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.

To a solution of ethyl 4-chloropyrimidine-5-carboxylate (10.5g, 0.056mol) was dissolved in DMF (lOOmL) was added 2-isopropyl-lH-imidazole (6.2g, 0.056mol) and Cs2C03 (27.6g), and then heated to 80C for lhrs, showed reaction completed). After cooled to r.t., water (500 mL) was added, then extracted with EA (200 mL* 2), washed with brine and dried over Na2S04. Then concentrated under reduced pressure and purified by flash chromatography on silica gel column (elution: PE/EA=3/1) to giveExample 43a (9.7 g, yield 66%) as a yellow solid. LCMS [M+1] =261

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

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (212 pag.)WO2017/218960; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 36947-68-9, name is 2-Isopropyl-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 36947-68-9, Computed Properties of C6H10N2

A mixture of 2-bromo-N-tert-butyl-6-(4-chlorophenyl)-pyridine-4-carboxamide (intermediate 2) (91.9 mg, 250 mupiiotaomicron), commercially available 2-isopropyl-lH-imidazole (55.1 mg, 500 mupiiotaomicron) and potassium carbonate (69.1 mg, 500 mupiiotaomicron) in DMSO (1.5 ml) was purged with argon in an ultrasonic bath for 5 min, N,N-dimethylglycine (10.3 mg, 100 mupiiotaomicron) and copper(I)iodide (9.52 mg, 50 mupiiotaomicron) were added, the tube sealed and heated for 17h at 115C. The reaction mixture was diluted with water (10 ml), the precipitate collected by filtration and further purified by flash chromatography on silica gel [heptane/ethyl acetate (50-100%)] to yield the title compound (50 mg, 50%) as an off-white foam, MS (ISN) m/z = 397.3 [(M+H)+].

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HOENER, Marius; WICHMANN, Juergen; (65 pag.)WO2017/9274; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem