Tag: M.W=400-500

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.

A. 2-fluoro-5- (l-trityl-lH-imidazol-4-yl)-pyridine. To a solution of 4- IODO-1-TRITYL-1H-IMIDAZOLE (10.0 g, 23 mmoles) in THF (100 ml) at room temperature was added ethylmagnesium bromide (28 ml, 27.5 mmoles) under dry conditions. After stirring for 90 minutes, zinc chloride (3.8 g, 27.5 mmoles) was added to the reaction mixture. After stirring for another 90 minutes, tetrakis (triphenylphosphine) palladium (2.6 g, 2.3 mmoles) and 5-bromo-2- fluoropyridine (5.0 g, 27.5 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 approximate pH 9) (2x 300 ml), NACI (sat. ) (300 ml), dried over sodium sulfate, filtered, and concentrated. The crude product was purified by flash 40 chromatography using an initial solvent gradient of 99.5% DCM, 0.5% MeOH, and 0. 1% TEA (1 L), then a solvent gradient of 99% DCM, 1% MeOH, and 0. 1% TEA (1 L) to yield 2-FLUORO-5- (1-TRITYL-LH-IMIDAZOL-4-YL)-PYRIDINE (6.4g, 69%). MH (406)

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; WO2004/96822; (2004); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 96797-15-8,Some common heterocyclic compound, 96797-15-8, name is 4-Iodo-1-trityl-1H-imidazole, molecular formula is C22H17IN2, 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 20 Meth l 3-fluoro-2-(l-trityl-lH-imidazol-4-yl)benzoate[0152] To a stirred solution of 4-iodo-l-trityl-lH- imidazole (436 mg, 1.0 mmol) in anhydrous THF (6 mL) was added EtMgBr (3.0 M in THF, 1.20 mmol, 0.40 mL) under an atmosphere of N2. The resulting solution was allowed to stir for 90 min and ZnCl2 (0.5 M in THF, 2.40 niL, 1.20 mmol) was added. The resulting white suspension was allowed to stir for 90 min and a solution of methyl 2-bromo-3-fluorobenzoate (280 mg, 1.20 mmol) in THF (1 mL) was added followed by the immediate addition of Pd(PPh3)4 (58 mg, 0.05 mmol). The reaction mixture was allowed to stir at 90 C for 18 h under an atmosphere of N2. After cooling to room temperature, the solution was diluted with CH2CI2 (20 mL) and the organic layer was washed with an EDTA (aq) buffer (pH = 9) (2 x 5 mL) and brine. The organic layer was dried ( a2S04) and concentrated under reduced pressure. The crude residue was purified by flash column chromatography to afford the desired product as yellow oil (190 mg, 41 %). H NMR: 3.93 (s, 3H), 7.12-7.59 (m, 18H), 7.56 (s, 1H), 7.73-7.75 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodo-1-trityl-1H-imidazole, its application will become more common.

Reference:
Patent; NEWLINK GENETICKS CORPORATION; MAUTINO, Mario; KUMAR, Sanjeev; WALDO, Jesse; JAIPURI, Firoz; KESHARWANI, Tanay; WO2012/142237; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 96797-15-8,Some common heterocyclic compound, 96797-15-8, name is 4-Iodo-1-trityl-1H-imidazole, molecular formula is C22H17IN2, 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.

A solution of 4-iodo-l-tritylimidazole (commercially available, 5.1 g, 1 1.8 mmol) in dichloromethane (40 ?iL) at -10 0C was treated with ethyl magnesium bromide (3.9 mL, 1 1.8 mmol, 3M in ether) and allowed to react for 45 m. A solution of 3-chloro-2-fluoro-benzaldehyde, (Intermediate 1) (1.5 g, 9.4 mmol) in dichloromethane was added via syringe at -10 0C and stirred for 16 hours at room temperature. The mixture was quenched with water (50 mL) and a saturated solution of ammonium chloride (50 mL). The residue was isolated in a typical aqueous workup and purified by MPLC with 3 to 5 % MeOHiCH2Cl2 to give (3-chloro-2-fluorophenyl)(l-trityl-l H-imidazol-4-yl) methanol, (Intermediate 2) as a solid, (3.5 g 78

The synthetic route of 96797-15-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALLERGAN, INC.; WO2008/141312; (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. Recommanded Product: 2-(1-Trityl-4-imidazolyl)benzaldehyde

2-(1-triphenylmethyl-1H-imidazol-4-yl)benzaldehyde (0105-1) (263 mg, 0.635 mmol, 1 eq),Compound (2-(6-Fluoro-2,3-dihydrobenzofuran-5-yl)-2-oxoethyl)phosphoric acid dimethyl ester (0403-42) (377 mg, 1.3 mmol, 1.3 eq. )And cesium carbonate (412 mg, 1.27 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-2,3-dihydrobenzofuran-5-yl)-3-(2-(1-triphenylmethyl-1H-) Imidazol-5-yl)phenyl)prop-2-en-1-one (280 mg, crude) was a yellow solid.

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

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

In the atmosphere of nitrogen and ice bath conditions,Will be 60% sodium hydride (9.5 mg, 0.394 mmol, 2.0 equiv)Dissolved in 10 ml of tetrahydrofuran.The dimethyl 2-(furo[2,3-b]pyridin-5-yl)-2-oxoethyl)phosphate (0207-49) (53 mg, 0.197 mmol, 1.0 eq) was slowly addedTetrahydrofuran solution (10 ml).After stirring the mixture for 15 minutes,2-(1-trityl-1H-imidazol-4-yl)benzaldehyde (0105-1) (82 mg, 0.197 mmol, 1.0 equiv)A solution of tetrahydrofuran (10 ml) was added dropwise.The mixture was stirred at ice bath for 0.5 hours.The reaction was warmed to room temperature and stirred overnight.After completion of the reaction, the mixture was quenched with a saturated aqueous solution of ammonium chloride and extracted with dichloromethane. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give a yellow oil.The resulting yellow oil was purified by silica gel column chromatography (eluent: ethyl acetate/petroleum ether = 1/2) to give the desired product.1-(Furano[2,3-b]pyridin-5-yl)-3-(2-(1-trityl-1H-imidazol-4-yl)phenyl)prop-2-ene-1 -ketone (22 mg, yield: 20%) is a yellow oil

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; 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 1402838-08-7, These common heterocyclic compound, 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde, 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-(1-Trityl-1H-imidazol-4-yl)benzaldehyde (4.0 g, 9.66 mmol) was dissolved in dry THF (20 mL)In a mixed solution with anhydrous EtOH (20 mL), cooled to 0 C, then EtONa (986 mg, 14.5 mmol), tert-butyl 4-acetylpiperidine-1-carboxylate (2.29 g, 10.1 mmol).Then the reaction solution was stirred at room temperature overnight, and the reaction was complete by LCMS.After that, it was diluted with ice water (30 mL), and the THF was evaporated under reduced pressure, and filtered, and the filter cake was drained as much as possible to obtain a crude white solid.(E)-4-(3-(2-(1-tritylmethyl-1H-imidazol-4-yl)phenyl)acryloyl)piperidine-1-carboxylic acid tert-butyl ester(6.0g), used directly 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; Shenzhen Weixin Biological Technology Co., Ltd.; Yu Jindi; Lu Xianping; Li Zhibin; Xin Lijun; Zhu Jiangfei; Fu Chao; (67 pag.)CN108203438; (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. HPLC of Formula: C29H22N2O

Dimethyl (2-(quinoxalin-2-yl)-2-oxoethyl)phosphate (0803-134) (224 mg, 0.80 mmol, 1.1 eq),2-(1-trityl-1H-imidazol-4-yl)benzaldehyde (0105-1) (300 mg, 0.73 mmol, 1.0 equiv) andCesium carbonate (472 mg, 1.45 mmol, 2.0 eq.)Added to 40 ml of isopropanol,The reaction was stirred at room temperature overnight, concentrated under reduced pressure, ethyl acetate and water were added, and the mixture was separated and dried over anhydrous sodium sulfate.Shrink to give yellow solid product 1-(quinoxalin-2-yl)-3-(2-(1-trityl-1H-imidazol-4-yl)phenyl)propan-2-ene-1- Ketone (400 mg, crude product)

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

1402838-08-7, A common compound: 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde, belongs to imidazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

The compound (2-oxo-2-(6-trifluoromethylbenzofuran-5-yl)ethyl) dimethyl phosphate (0207-30) (262 mg, 0.78 mmol, 1.2 eq.)2-(1-trityl-1H-imidazol-4-yl)benzaldehyde (0105-1) (270 mg, 0.65 mmol, 1.0 equiv) andCesium carbonate (847 mg, 2.6 mmol, 4.0 eq.)Mixed in isopropyl alcohol (20 ml),The mixture was stirred at room temperature for 16 hours.After the reaction was completed, quenched with water and extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give a residue which was purified by column chromatography (petroleum ether/ethyl acetate=5/1 to 1/1). The target product (176 mg, yield: 43.3%) was obtained as a yellow gum.

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, 2-(1-Trityl-4-imidazolyl)benzaldehyde, other downstream synthetic routes, hurry up and to see.

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

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

96797-15-8,Some common heterocyclic compound, 96797-15-8, name is 4-Iodo-1-trityl-1H-imidazole, molecular formula is C22H17IN2, 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 solution of 4-IODO-1-TRITYL-LH-IMIDAZOLE (1 eq) in THF at room temperature was added ethylmagnesium bromide (1.2 eq) under dry conditions. After stirring for 90 minutes, zinc chloride (1.2 eq) was added to the reaction mixture. After stirring for another 90 minutes, tetrakis (triphenylphosphine) palladium (10%) and 5- bromopyrazine (1.3 eq) were added to the reaction mixture. Subsequent reaction conditions and work up are as described previously in Example 73, the resulting solid 2-(LH-IMIDAZOL-4-YL)-PYRAZINE (37%) was collected by filtration. MH (147)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Iodo-1-trityl-1H-imidazole, its application will become more common.

Reference:
Patent; CHIRON CORPORATION; WO2004/96822; (2004); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem