Category: 147403-65-4

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. 147403-65-4, name is Methyl 2-ethoxy-1-((2′-(N-hydroxycarbamimidoyl)-[1,1′-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 147403-65-4

Example 17Methyl 2-ethoxy- l -((2′-(5-oxo-4,5-dihydro-l ,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)- l H- benzo[£/]imidazole-7-carboxylate of formula la Solid triphosgene (0.12 g, 0.4 mmol) was added to a mixture of methyl 2-ethoxy-l -((2′- ((hydroxyamino)iminomethyl)biphenyl-4-yl)methyl)-lH-benzo[i/]imidazole-7-carboxylate (of formula Va; 0.44 g, 1 mmol), THF (10 ml) and triethylamine (0.5 g, 5 mmol) and the mixture was stirred in a closed pressure flask at the temperature of 80 C for 8 hours. After cooling water (20 ml) was added under stirring and, after stirring for 30 minutes, the mixture was acidified with acetic acid. The separated honey-like product was extracted with ethyl acetate, the extract was dried and evaporated to dryness. 0.45 g of a product was obtained, which contained 65.5 % of the compound of formula la according to HPLC. Double crystallization from ethyl acetate yielded 0.28 g (59.5 %) of a product, which contained 95.2 % of the compound of formula la.

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; ZENTIVA, K.S.; RADL, Stanislav; WO2012/139536; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 147403-65-4,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.

Example 122-Ethoxy- 1 -((2′-(5-oxo-4,5-dihydro- 1 ,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)- 1H- benzo[( ]imidazole-7-carboxylic acid – azilsartan of formula IIA solution of ethyl chloroformate (2.7 g, 24.9 mmol) in dry DMF was added dropwise to a mixture of methyl 2-ethoxy-l -((2′-((hydroxyamino)iminomethyl)biphenyl-4-yl)methyl)-l H- benzo[i ]imidazole-7-carboxylate (of formula Va; 10.6 g, 23.8 mmol), dry DMF (75 ml) and pyridine (2.25 g)under stirring in an ice-cold bath under nitrogen and the mixture was stirred under cooling under nitrogen for 6 hours. The reaction mixture was poured into a separation funnel containing water (150 ml) and the mixture was extracted with ethyl acetate (5 x 100 ml). The extract was dried with MgS04 and, after evaporation, 12.7 g of a solid yellowish substance were obtained. The evaporation residue was dissolved in DMSO (200 ml) and t- BuOK (8 g, 71.3 mmol) was added under stirring and cooling and the mixture was stirred at the room temperature for 5 h. Then, the reaction mixture was poured into water (750 ml) and the resulting solution was acidified with 5 % HCl. The separated product was aspirated, washed with water and air-dried. 1 1.2 g (the quantitative yield would be ca. 10.9 g) of a product containing 88.3 % of azilsartan of formula II according to HPLC was obtained. Crystallization from isopropanol provided 9.3 g (85.5%) of azilsartan of formula II with the HPLC content of 98.7% with the melting point of 205 to 208 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-ethoxy-1-((2′-(N-hydroxycarbamimidoyl)-[1,1′-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate, its application will become more common.

Reference:
Patent; ZENTIVA, K.S.; RADL, Stanislav; STACH, Jan; WO2012/139535; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 147403-65-4, A 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, 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 2 Methyl 2-ethoxy- 1 -((2′-((hydroxyamino)iminomethyl)biphenyl-4-yl)methyl)- 1 H-benzo [d] – imidazole-7-carboxylate (la) – modification of the process (US 5,583,141 ; EP 0,520,423)The product obtained using the method of Example 1 (3.9 g) was dissolved in dichloromethane (400 ml) and the resulting, still turbid solution was washed with 4 x 50 ml of 5 % HC1. Thus obtained aqueous solution was alkalinized with a concentrated (20 %) solution of sodium hydroxide and the resulting precipitate was aspirated and washed with water. After drying 1.6 g (the total yield of Example 1 and Example 2 is 36.0 %) of the substance (la) were obtained, containing, according to HPLC, 96.7 % of the product (la), an undetectable amount of the starting nitrile (IVa) and 1.3 % of the desethyl nitrile (Via).

The synthetic route of 147403-65-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZENTIVA, K.S.; RADL, Stanislav; WO2012/119573; (2012); 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 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

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

Adding a certain compound to certain chemical reactions, such as: 147403-65-4, name is Methyl 2-ethoxy-1-((2′-(N-hydroxycarbamimidoyl)-[1,1′-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate, 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 147403-65-4, Recommanded Product: Methyl 2-ethoxy-1-((2′-(N-hydroxycarbamimidoyl)-[1,1′-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate

Example 4Methyl 2-ethoxy- 1 -((2′-(5-oxo-4,5-dihydro- 1 (2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)- 1H- benzo[< ]imidazole-7-carboxylate of formula la l ,8-Diazabicyclo[5.4.0.]undec-7-ene (DBU; 0.1 g, 0.65 mmol) was added dropwise to a mixture of methyl 2-methoxy- l -((2'-((hydroxyamino)iminomethyl)biphenyl-4-yl)methyl)- lH- benzo[i ]imidazole-7-carboxylate (of formula Va; 0.22 g, 0.5 mmol), the corresponding solvent (3 ml) and carbonyldiimidazole (0.1 g, 0.6 mmol) in a reaction vial under stirring and the mixture was stirred at the room temperature for 3 hours. Then, the content of the vial was poured into water ( 10 ml) and, after acidification with acetic acid, the separated solids were aspirated and washed with water. The yields and purity of the products are summarized in Table I. Table I - Yield and purity of the product of Example 4* - Also contains 40.4 % of the starting compound of formula Va; ** - Carbonyl-di- 1 ,2,4- triazole was used instead of carbonyldiimidazole. 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, Methyl 2-ethoxy-1-((2'-(N-hydroxycarbamimidoyl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate, other downstream synthetic routes, hurry up and to see. Reference:
Patent; ZENTIVA, K.S.; RADL, Stanislav; WO2012/139536; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 147403-65-4, 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. 147403-65-4 name is Methyl 2-ethoxy-1-((2′-(N-hydroxycarbamimidoyl)-[1,1′-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate, 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.

Example 19Methyl 2-ethoxy- 1 -((2′-(5-oxo-4,5-dihydro- 1 ,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)- 1 H- benzo[c ]imidazole-7-carboxylate of formula laFirst, active carbon (0.1 g) and then a solution of diphosgene (0.15 g, 0.75 mmol) in THE (1 ml) were added to a mixture of methyl 2-ethoxy- 1 -((2′-((hydroxyamino)iminomethyl)- biphenyl-4-yl)methyl)-l H-benzo[(i]imidazole-7-carboxylate (of formula Va; 0.44 g, 1 mmol), THF (10 ml) and triethylamine (0.5 g, 5 mmol) and the mixture was stirred in a closed pressure flask at the room temperature for 1 hour. Then, the temperature was increased to 100 C and the mixture was stirred at this temperature for 4 hours. After cooling down, water (20 ml) was added under stirring and, after stirring for 30 minutes, the active carbon was aspirated through kieselguhr. The filtration cake was washed with 5 % ammonia (5 ml). The filtrate was then acidified with acetic acid and the resulting mixture was extracted with ethyl acetate (2 x 25 ml). After washing with water (5 5 ml) the extract was dried and after evaporation 0.4 g of a product was obtained, which contained 66.3 % of the compound of formula la according to HPLC. Centrifugal chromatography (Cyclograph from Analtech, plate thickness 2 mm, dichloromethane-methanol 20 : 1 to 10 : 1 system) and subsequent crystallization from ethyl acetate yielded 0.25 g (53.1 %) of a product, which contained 99.8 % of the compound of formula la according to HPLC.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-ethoxy-1-((2′-(N-hydroxycarbamimidoyl)-[1,1′-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate, and friends who are interested can also refer to it.

Electric Literature of 147403-65-4,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.

Compound (3A) 9.5 g, placed in a reaction flask was added dichloromethane 100ml, 5ml of triethylamine was added dropwise 2.5 g of methyl chloroformate, the reaction at room temperature for 2 hours.Water was added to 60ml, stirring layers were separated dichloromethane layer was separated, and the aqueous layer extracted with dichloromethane, dichloromethane layers were combined, dried over anhydrous sodium sulfate, filtered, and concentrated to give the crude product was purified by solid 8.2, yield 79 %.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-ethoxy-1-((2′-(N-hydroxycarbamimidoyl)-[1,1′-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate, its application will become more common.

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