Tag: M.W=400-500

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. name: 2-(1-Trityl-4-imidazolyl)benzaldehyde

step 1.312 mg of compound 22 was dissolved in 10 ml of tetrahydrofuran.Add 414 mg of compound 26,Add 2 drops of acetic acid dropwise, react at room temperature until the starting reaction is complete.Squeeze off most of the THF under reduced pressure, add water and ethyl acetate.The organic phase was separated, the organic phase was washed with saturated NaCI solution and dried over anhydrous NaSO4, Obtaining compound 32,Directly invest in the next step;

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

Reference:
Patent; Nanjing Huawei Pharmaceutical Development Co., Ltd.; Zhang Xiaoqing; Song Zhichun; Bao Jinyuan; (52 pag.)CN108689958; (2018); A;,
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. name: 2-(1-Trityl-4-imidazolyl)benzaldehyde

step 1.312 mg of compound 22 was dissolved in 10 ml of tetrahydrofuran.Add 414 mg of compound 26,Add 2 drops of acetic acid dropwise, react at room temperature until the starting reaction is complete.Squeeze off most of the THF under reduced pressure, add water and ethyl acetate.The organic phase was separated, the organic phase was washed with saturated NaCI solution and dried over anhydrous NaSO4, Obtaining compound 32,Directly invest in the next step;

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

Reference:
Patent; Nanjing Huawei Pharmaceutical Development Co., Ltd.; Zhang Xiaoqing; Song Zhichun; Bao Jinyuan; (52 pag.)CN108689958; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. COA of Formula: C29H22N2O

2-(1-Trityl-1H-imidazol-4-yl)benzaldehyde (0105-1) (287 mg, 0.693 mmol, 1 eq),Compound (2-(6-fluoro-2-phenylbenzofuran-5-yl)-2-oxoethyl)phosphoric acid dimethyl ester (0207-80) (300 mg, 0.83 mmol, 1.2 equiv) andCesium carbonate (450 mg, 1.386 mmol, 2 eq)Mixed in isopropanol (10 ml),The mixture was stirred at room temperature for 16 hours.After the reaction is completed, quench with water and filter to obtain the target product 1-(6-fluoro-2-phenylbenzofuran-5-yl)-3-(2-(1-trityl-1H-imidazol-5-yl)phenyl)prop-2-en-1-one (250 mg, crude) is a yellow solid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1402838-08-7, its application will become more common.

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

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. 1403474-70-3, name is Ethyl 2-ethoxy-1-((2′-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1′-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate, A new synthetic method of this compound is introduced below., category: imidazoles-derivatives

Compound (5B) 5 g, placed in a reaction flask, adding ethanol 30ml, was added dropwise 2.5mol / L sodium hydroxide 13ml, 73-75 1.6 hours the reaction.After completion of the reaction, cooled to room temperature, the solution was added dropwise to the acidic water pH = 3-4, to precipitate a white solid 4.2g, 89.3%.

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 Institute of pharmaceutical industry; Wang, Xiaomei; Sui, Qiang; Tang, Chao; Ouyang, Qunxiang; Shi, Huilin; Liu, Shuai; (18 pag.)CN103664920; (2016); B;,
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 147403-65-4 as follows. Application In Synthesis of Methyl 2-ethoxy-1-((2′-(N-hydroxycarbamimidoyl)-[1,1′-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate

Example 2Preparation of methyl l-[[2′-(4, 5-dihydro-5-oxo-4H-l, 2, 4-oxadiazol-3-yl) biphenyl- 4-yl] methyl]-2-ethoxy-lH-benzimidazole-7-carboxyIate To a solution of methyl 2-ethoxy [[2′-(hydroxyamidino) biphenyl-4-yl] methyl]- lH-benzimidazole-7-carboxylate (25 g) in tetrahydrofuran (700 ml), N,N- carbonyldi imidazole (15 g) and l,8-diazabicyclo[5.4.0]undec-7-ene (DBU)(13 g) was added and resulting solution was stirred for 30-40 mins. at about 20-25C. To the resulting solution ethyl acetate (700 ml) and saturated solution of sodium bisulphite (700 ml) was added. Organic layer was separated, washed with brine solution and evaporated under vacuum to concentrate the solution. Reaction mass was cooled to 20-25C and cyclohexane was added to it and the solution was stirred for about 20-25C. Product was filtered and dichloromethane was charged to it followed by stirring. The product was filtered, washed and dried to obtain title compound. (Yield: 17.8 g; 68% (Purity: 96% with desethyl impurity 0.1 1%)

According to the analysis of related databases, 147403-65-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JUBILANT LIFE SCIENCES LIMITED; BANSAL, Deepak; MISHRA, Himanchal; DUBEY, Shailendr, Kumar; CHOUDHARY, Alka, Srivastava; VIR, Dharam; AGARWAL, Ashutosh; WO2012/107814; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 147403-65-4, name is Methyl 2-ethoxy-1-((2′-(N-hydroxycarbamimidoyl)-[1,1′-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate, molecular formula is C25H24N4O4, 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. Formula: C25H24N4O4

10.0 g (22.5 mmol) of Intermediate II was added to 100 ml of 1,4-dioxane, heated to reflux,A solution of 3.84 g (23.7 mmol, 1.05 eq) of carbonyldiimidazole in 50 ml of 1,4-dioxane was slowly added dropwise,After completion of the dropwise addition, the reaction was refluxed for 5 hours; the reaction was stopped and the solvent was distilled off under reduced pressure;The residue was dissolved in ethyl acetate and added with water. Under stirring, HCl was adjusted to pH 3, allowed to stand for delamination,The aqueous phase was removed; water was added for washing, the aqueous phase was separated off and the organic phase was washed with saturated brine,The aqueous phase was removed and the organic phase was cooled with an ice-water bath to cool and crystallize for 1 hour, filtered, washed with a small amount of ethyl acetate,Impurity A was obtained in a yield of 85%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 147403-65-4, its application will become more common.

Reference:
Patent; Shandong Xinhua Pharmaceutical Co., Ltd.; Wu Hui; Zheng Zhonghui; Wang Jun; Shen Hong; Xu Ling; (6 pag.)CN105924400; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 96797-15-8, name is 4-Iodo-1-trityl-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 96797-15-8, category: imidazoles-derivatives

The compound im-4 (0.69 g, 2.03 mmol), compound 60-a (0.68 g, 1.56 mmol) Tetrakis (triphenylphosphine) palladium (0) (0.18 g, 0.16 mmol), 2N aqueous sodium carbonate solution (2.5 mL) was dissolved in 1,4-dioxane (10 mL) Nitrogen was charged, and the mixture was stirred at 100 for 9 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, distilled water (50 mL) was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with distilled water and saturated brine, dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate: n-hexane = 3: 7) to give the title compound 60-b (0.65 g, 80%) as a red solid.

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; Rego Kem Bio Between Eonseu Co., Ltd.; Lee Dae-yeon; Chae Sang-eun; Jeong Eun-mi; Yang Eun-hye; Choi Yun-jeong; Jeong Cheol-ung; Shin Ju-hyeon; Kim Yun-gi; Kwon Hyeon-jin; Ryu Jeong-hui; Ban Eun-hye; Kim Yong-ju; Oh Yeong-su; Chae Je-uk; (140 pag.)KR101798840; (2017); B1;,
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. 147403-65-4, name is Methyl 2-ethoxy-1-((2′-(N-hydroxycarbamimidoyl)-[1,1′-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate, A new synthetic method of this compound is introduced below., Formula: C25H24N4O4

Methyl 2-ethoxy- l -((2′-(5-oxo-4,5-dihydro- l ,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)- l H- benzo[< ]imidazole-7-carboxyiate of formula la - reproduction of the procedure (J. Med. Chem. 1996, 39(26), 5228-5235)2-ethylhexyl chloroformate (0.25 g, 2.6 mmol) was added to a stirred mixture of methyl 2- ethoxy- l -((2'-((hydroxyamino)iminomethyl)biphenyl-4-yl)methyl)- l H-benzo[i/]imidazole-7- carboxylate (of formula Va; 1.16 g, 2.6 mmol), dry DMF (5 ml) and pyridine (0.22 g) under cooling in a water-ice mixture and the mixture was stirred at the temperature of 0C for 30 minutes. After dilution with water (20 ml) the mixture was extracted with ethyl acetate (4 x 10 ml), the extract was washed with water (4 x 5 ml) and dried with MgS04. The obtained evaporation residue ( 1.7 g) contained 92.2 % of the intermediate (of formula VI; R' = 2- ethylhexyl) according to HPLC. 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; ZENTIVA, K.S.; RADL, Stanislav; STACH, Jan; WO2012/139535; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 124750-92-1, 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. 124750-92-1, name is Losartan carboxylic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A m ixture of 2-buty I-4-ch loro- 1 – { [2′-( 1 H-tetrazol-5-yl)bipheny l-4-yl]methy 1 } – 1 H-imidazo.e-5 -carboxy I ic acid (Step A, Intermediate 4, 7.83 g, 16.5 mmol), isosorbide-5-mononitrate (1.55 g, 8.11 mmol), l-ethyl- 3-(3-dimethylaminopropyl)carbodiimide hydrochloride (3.78 g, 19.7 mmol), 1-hydroxybenzotriazole (1.25 g, 8.16 mmol), 4-dimethylaminopyridine (0.10 g, 0.82 mmol), and N-methylmorpholine (9.0 mL, 82 mmol) was dissolved in dichloromethane (150 mL) and stirred for 2 days. It was then concentrated in vacuo and purified by reversed-phase mass-directed etaPLC (Sunfire C-18) to afford the title compound. 1H NMR (500 MHz, CDCl3) delta 8.02 (dd, J = 7.6, 1.0 Hz, 1H), 7.61 (td, 7= 7.6, 1.3 Hz, 1H), 7.55 (td, J= 7.7, 1.1 Hz, 1H), 7.43 (d, J= 7.8 Hz, 1H), 7.18 (d, J= 7.7 Hz, 2H), 6.96 (d, J= 7.8 Hz, 2H), 5.5O (s, 2H), 5.40 (td, J= 5.4, 3.0 Hz, 1H), 5.32-5.30 (m, 1H), 4.99 (t, J= 5.2 Hz, 1H), 4.51 (d, J= 5.0 Hz, 1H), 4.06- 4.02 (m, 3H), 3.99 (dd, J= 1 1.4, 5.4 Hz, 1H), 2.68 (t, J= 7.7 Hz, 2H), 1.69 (quintet, J= 7.7 Hz, 2H), 1.36 (sextet, J= 7.5 Hz, 2H), 0.89 (t, J= 7.3 Hz, 3H); LC-MS: m/z 610.1 (M + H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Losartan carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; NICOX S.A.; WO2009/140111; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature 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.

To a solution of 4-IODO-L-TRITYL-LH- imidazole (15.0 g, 34 mmoles) in THF (150 ml) at room temperature was added ethylmagnesium bromide (41 ml, 40.7 mmoles) under dry conditions. After stirring for 90 minutes, zinc chloride (5.6 g, 40.7 mmoles) was added to the reaction mixture. After stirring for another 90 minutes, tetrakis (RIPHENYLPHOSPHINE) palladium (4.0 g, 3.43 mmoles) and 5-bromo-2-methylpyridine (7.0 g, 40.7 mmoles) were added to the reaction mixture. Following that, the reaction mixture was heated in a 70C oil bath overnight. Upon cooling, the reaction was diluted with dichloromethane and washed with an EDTA buffer (at APPROIMATE pH 9) (2x 300 ML), NACI (sat. ) (300 ml), dried over sodium sulfate, filtered, and concentrated. The crude product was dissolved in ethanol (250 ml) and concentrated HCl (13.6 ml) was added to the solution at room temperature. The reaction mixture was heated in a 50C oil bath for 2 hours. Upon cooling, the reaction was filtered and washed with ethyl ether (25 ml) to yield 5- (1H- imidazol-4-yl) -2-methyl-pyridine (5.815g, 63%). MH+ (160).

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; CHIRON CORPORATION; WO2004/96823; (2004); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem