Category: 139481-44-0

Electric Literature 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 139481-44-0, 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 139481-44-0 as follows.

Example 9Ethyl 2-ethoxy-l -((2′-((hydroxyamino)iminomethyl)biphenyl-4-yl)methyl)-lH-benzo[c ]- imidazole-7-carboxylate (lb) – modification of the process (J Med. Chem. 1996, 39(26), 5228-5235)Triethylamine (3.4 ml = 2.48 g) was added to a suspension of hydroxylamine hydrochloride (1.7 g, 25 mmol) in DMSO (8 ml) and the mixture was stirred at the laboratory temperature for 15 minutes. The thick slurry was then aspirated and washed with tetrahydrofuran (10 ml). The filtrate was concentrated in vacuo (most tetrahydrofuran evaporated). The nitrile (IVa; 2.06 g, 5 mmol) was added to this solution and the mixture was stirred at the laboratory temperature for 15 minutes. Then, the mixture was partitioned into 4 reaction vials and these were stirred at the laboratory temperature (A), at the temperature of 50 C (B), 75 C (C) and 100 C (D) for 48 hours. Then the reaction mixtures were analyzed using HPLC.

According to the analysis of related databases, 139481-44-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ZENTIVA, K.S.; RADL, Stanislav; WO2012/119573; (2012); A1;,
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

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. 139481-44-0, name is Methyl 1-((2′-cyano-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate, A new synthetic method of this compound is introduced below., Formula: C25H21N3O3

Starting material (Compound 2A) 20 g, placed in a reaction flask, adding ethanol 200ml, 5 g of triethylamine, 37 g of 50% aqueous hydroxylamine solution, the reaction 24h, cooling crystallization to give a white solid 13.6 g (63.0%). At the end of the reaction the reaction mixture by HPLC lactam impurity was mainly (Compound. 6A): the product was 7.15%: 92.84% (i.e. a ratio of an impurity with the product: 12.9),

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

139481-44-0, name is Methyl 1-((2′-cyano-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate, 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. 139481-44-0

Raw material (compound 2A) 20 g, in the reaction bottle, adding ethanol to 200 ml, triethylamine 5 g, 50% aqueous hydroxylamine solution 37 g, reaction 24h, the cooling crystallization, the white solid obtained 13.6 g (63.0%). HPLC detection reaction in the reaction solution at the end of the major amide impurity (compound 6A): product is 7.15% : 92.84% (that is, the impurity and the product of the ratio of 1 : 12.9), see Figure 2.

Statistics shows that 139481-44-0 is playing an increasingly important role. we look forward to future research findings about Methyl 1-((2′-cyano-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate.

Reference:
Patent; Shanghai Institute of Pharmaceutical Industry; China State Institute of Pharmaceutical Industry; Wang, Xiaomei; Sui, Qiang; Tang, Chao; Liu, Shuai; Ouyang, Qunxiang; Shi, Huilin; (17 pag.)CN103664792; (2016); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem