Tag: M.W=400-500

Synthetic Route of 1402838-08-7,Some common heterocyclic compound, 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde, molecular formula is C29H22N2O, 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 suspension of NaOH (0.6 g, 15.4 mmol) inwater (1 mL) at 0 C was added 7 (3.3 g, 7.7 mmol) as a solution indichloromethane (10 mL) and the mixture was stirred for 40 min.The intermediate 6 (3.2 g, 7.7 mmol) was added as a solution indichloromethane (10 mL) drop wise over a period of 3 min. Thereaction was allowed to room temperature and stirred overnight.The mixture was diluted with water and was extracted withdichloromethane to afford the crude product which was purified byflash column chromatography on silica gel to yield 8 as a faintyellow solid (2.9 g, 77.5%). Mp 110e112 C. 1H NMR (300 MHz,Chloroform-d) d(ppm) 8.17 (d, J 15.9 Hz, 1H), 7.77 (dd, J 7.8,1.4 Hz, 1H), 7.61e7.51 (m, 3H), 7.45e7.33 (m, 14H), 7.21 (td, J 7.2,6.6, 4.1 Hz, 8H), 7.06e6.89 (m, 2H), 6.32 (d, J 15.9 Hz, 1H), 4.23 (q,J 7.1 Hz, 2H), 4.07 (q, J 7.1 Hz, 1H), 1.29e1.24 (m, 3H), 1.15 (t,J 7.1 Hz, 1H). MS (EI) m/z 485.3 [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-(1-Trityl-4-imidazolyl)benzaldehyde, its application will become more common.

Reference:
Article; Zou, Yi; Wang, Fang; Wang, Yan; Sun, Qirui; Hu, Yue; Li, Yuezhen; Liu, Wen; Guo, Wenjie; Huang, Zhangjian; Zhang, Yihua; Xu, Qiang; Lai, Yisheng; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 293 – 304;,
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. 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(1-Trityl-4-imidazolyl)benzaldehyde

A solution of compound 5-d (166 mg, 1.2 mmol), ethanol in ethanol (20%, 0.6 mL, 1.55 mmol) was added to a solution ofTo a solution of compound 5-e (see patent: WO2012142237 method) (500 mg, 1.2 mmol) in tetrahydrofuran (6 mL)in. The reaction mixture was stirred overnight at room temperature and saturated aqueous ammonium chloride (5 mL) was added. The reaction mixture was washed with acetic acidEthyl ester (2 x 20 mL). The organic phases were combined, washed with saturated brine (10 mL), dried over anhydrous sodium sulfate, concentrated under reduced pressure,Compound 5-c (671 mg) was used directly in the next step.

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; Shanghai Yingli Pharmaceutical Co., Ltd.; Xu Zusheng; Lou Yangtong; Wu Tianzhi; (87 pag.)CN106478634; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde, 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. Recommanded Product: 2-(1-Trityl-4-imidazolyl)benzaldehyde

In the atmosphere of nitrogen and ice bath conditions,Will be 60% sodium hydride (38 mg, 0.97 mmol, 1.0 equiv)Dissolved in 15 ml of tetrahydrofuran,(2-(7-Fluorobenzofuran-5-yl)-2-oxoethyl)phosphoric acid dimethyl ester (0207-14) (278 mg, 0.97 mmol, 1.0 equiv) was slowly addedTetrahydrofuran solution (15 ml).After stirring the mixture for 15 minutes,2-(1-trityl-1H-imidazol-4-yl)benzaldehyde (0105-1) (402 mg, 0.97 mmol, 1.0 equiv)A solution of tetrahydrofuran (20 ml) was added dropwise thereto.The mixture was stirred at ice bath for 0.5 hours.The reaction was warmed to room temperature and stirred overnight. After the reaction is completed, quench with saturated aqueous ammonium chloride, dichlorineMethane was extracted and the organic phase was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give a yellow oil. The result isPurification by silica gel column chromatography (eluent: ethyl acetate/petroleum ether = 1/2) yields the desired product 1-(7-fluorobenzofuran-5-Radyl)-3-(2-(1-trityl-1H-imidazol-4-yl)phenyl)prop-2-en-1-one (252 mg, yield: 45.2%) wasYellow oil.

The synthetic route of 1402838-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangzhou Bi Beite Pharmaceutical Co., Ltd.; Cai Xiong; Qian Changgeng; Weng Yunwo; Qing Yuanhui; Liu Bin; Lin Mingsheng; Wang Yanyan; (126 pag.)CN107383024; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 139481-44-0,Some common heterocyclic compound, 139481-44-0, name is Methyl 1-((2′-cyano-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate, molecular formula is C25H21N3O3, 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 500 mL four-neck flask, 20 g of Compound 1 was added, and while stirring, 100 mL of dimethyl sulfoxide solution in which 10.14 g (3 eq) of hydroxylamine hydrochloride was added was added, and the mixture was heated to 90 DEG C and 30.95 g (6 eq) was added in portions under stirring. Sodium carbonate, after the completion of the reaction for 9-10 hours, after the completion of the reaction, it is allowed to come to room temperature, and 100 mL of water is added to stir the mixture. The solid precipitates, which is cooled down to 0-5C. Stirring is continued for about 1 hour, and the mixture is dried by suction to obtain 15.2 g of compound 2. The yield was 70.4%.

The synthetic route of 139481-44-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Disha Pharmaceutical Group Co., Ltd.; Fu Kaimin; (7 pag.)CN103242305; (2018); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1746-25-4, A common heterocyclic compound, 1746-25-4, name is 2,4,5-Triiodo-1H-imidazole, molecular formula is C3HI3N2, 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 yellow solution of 2,4, 5-triiodo-1 /-/-imidazole (15.295 g; 34.313 mmol) in anhydrous DMF (200 ml) was added portionwise, at rt, 55-65% sodium hydride moistened with oil (2.058 g; 51.469 mmol). The resulting mixture was further stirred at rt, under nitrogen, for 20 min. The mixture was then heated to 1000C, and a colorless homogeneous solution of 2-(Boc-amino)-ethylbromide (11.534 g; 51.469 mmol) in anhydrous DMF (100 ml) was added dropwise, over 1 h, with an addition funnel. After completion of the addition, the resulting mixture was further heated at 1000C for 1 h. The reaction mixture was cooled to 00C, and water (200 ml) was added slowly. This mixture was extracted with ether (5 x 200 ml). The combined organic layers were washed with brine (100 ml), dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure to give a yellow oil. The crude was purified by FC (heptane / EA = 3 / 2) to give the pure product [2-(2,4,5- triiodo-imidazol-1-yl)-ethyl]-carbamic acid tert-butyl ester as a colorless solid which was further dried under HV (8.540 g; 42%). LC-MS: tR = 0.93 min.; [M+H]+ = 589.89 g/mol.

The synthetic route of 1746-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/78291; (2008); 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. 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-(1-Trityl-4-imidazolyl)benzaldehyde

5 (3.3 g, 7.7 mmol) was dissolved in dichloromethane (10 mL)Aqueous NaOH (0.6 g, 15.4 mmol) (1 mL) was added at 0 C,Stir at room temperature for 40 minutes.2- (1-Trityl- 1 H-imidazole) benzaldehyde (3.2 g, 7.7 mmol) was dissolved in dichloromethane (1 mL)0 C slowly dripped into the above system,After stirring for 12 hours at room temperature,Water (50 mL) was added,Dichloromethane extraction,Dried over anhydrous magnesium sulfate,Purification by column chromatography gave a pale yellow solid,Yield 77.5%.

The synthetic route of 1402838-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Pharmaceutical University; Nanjing University; Lai Yisheng; Sun Qirui; Zou Yi; Xu Qiang; Guo Wenjie; Wang Yan; Wang Fang; Li Yuezhen; (23 pag.)CN107501272; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 96797-15-8, 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. 96797-15-8 name is 4-Iodo-1-trityl-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.

[270] To a solution of (2-forrnylphenyl)boronic acid (2.0 g, 13.3 rnrnol) in a rnixed solvent of N,N- dirnethylforrnarnide (DMF) (60 rnL) and water (12 rnL) was successively added 4-iodo-1- trityl-1H-irnidazole (6.1 g, 14.0 rnrnol), and potassiurn phosphate (5.6 g, 26.6 rnrnol). After degassing with nitrogen, the resulted rnixture was added tetrakis(triphenylphosphine)palladiurn(0) (Pd(PPh3)4) (300 rng, 0.26 rnrnol). The resulted rnixture was degassed with nitrogen and stirred at 90C for overnight under nitrogen. And then the rnixture was cooled down to roorn ternperature and filtered, the filtrate was added water (60 rnL), extracted with ethyl acetate (100 rnLx2). The cornbined organic phase was washed with brine (25 rnL), dried over sodiurn sulfate, filtered and concentrated. The residue was purifiedby colurnn chrornatography on silica gel (petroleurn ether: ethyl acetate= 6:1) to afford cornpound 1.1 (3.3 g, yield: 60%) as a white solid.[271] rn/z: [M+H]415

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

Reference:
Patent; SHANGHAI DE NOVO PHARMATECH CO.,LTD.; LI, Qun; GAO, Daxin; (158 pag.)WO2016/131380; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 147359-76-0, name is Flibanserin Hydrochloride, 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 147359-76-0, Quality Control of Flibanserin Hydrochloride

44 L of ethanol and 300 kg of water were added to the autoclave, followed by the addition of 22 kg of compound V (fluoropancaline hydrochloride)After heating, the temperature was 80 C. After the solid was completely dissolved, the anhydrous potassium carbonate solution (11. 7 kg of anhydrous potassium carbonate was dissolved in 96 kg of water) was added dropwise and incubated at 80 C for 2 hours.Cooled to room temperature, stirred for 3 hours, filtered, filtered at 50 C for 5 hours,Finished product 18. 61 kg, yield 92.5%, HPLC purity 99. 95%

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Flibanserin Hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Shandong Cheng Chuang Pharmaceutical Development Co., Ltd.; Guo Zhenxing; Lv Zhitao; Yao Songzhi; Li Shujin; (12 pag.)CN106749038; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 139481-69-9, A common heterocyclic compound, 139481-69-9, name is Methyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate, molecular formula is C25H22N6O3, 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.

50 grams of methyl 2-ethoxy-1-[[2′- (1 H-tetrazol-5-yl) biphenyl-4-yl]-methyl]benzimidazole-7-carboxylate, 100 ml of N, N-dimethylformamide, 22.6 grams ofbenzylbromide and 45.7 grams of potassium carbonate were charged in a roundbottom flask. The reaction mass was heated to about 60-65C and stirred forabout 1-3 hours followed by cooling to about 25-30C. Reaction mass wasquenched with a mixture of sodium chloride (100 grams) and water (1 litre) understirring. Reaction mass was extracted with 2×250 ml and was washed with 2x250ml water. Organic and aqueous layers were separated and evaporated the solventcompletely by distillation at about 35-40C

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; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; WO2006/15134; (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 124750-92-1 as follows. Computed Properties of C22H21ClN6O2

To a 100 ml of one-necked flask, 4.36 g of 2-butyl-4-chloro-1-[2′-(1H-tetrazol-5-yl)1,1′-biphenyl-methyl]imidazole-5-carboxylic acid, 15 ml of N,N-dimethylformamide, 1.66 g of potassium carbonate and 2.78 g of triphenylchloromethane were added in turn. The mixture was reacted at room temperature overnight. The reaction was stopped and 100 ml of water was added. The resulting mixture was extracted with 100 ml of ethyl acetate and washed once by saturated brine. The organic phase was dried and concentrated to give 7.5 g of 2-butyl-4-chloro-1-[2′-(1-triphenylmethyl-tetrazol-5-yl) 1,1′-biphenyl-methyl]-imidazole-5-carboxylic acid as a yellow oil. The crude product obtained from this example was used as material referred to in the following examples without purification.

According to the analysis of related databases, 124750-92-1, the application of this compound in the production field has become more and more popular.