Tag: M.W=400-500

Electric Literature 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.

58] Intermediate 14 301[59] A solution of 4-iodo-l-tritylimidazole (commercially available) 5.2 g, 11.94 mmol) in dichloromethane (80 mL) at -10 0C was treated with ethyl magnesium bromide (3.98 mL, 11.94 mmol, 3M in ether) and allowed to react for 45 m. A solution of quinoline-8-carbaldehyde, (Intermediate 11) (1.5 g, 9.55 mmol) in dichloromethane was added via syringe at -10 0C and stirred for 16 h at room temperature. The mixture was quenched with water (50 mL) and a sat. solution of ammonium chloride (50 mL) and subjected to an aqueous work-up. The residue was purified by chromatography on silica gel with 3% NH3-MeOH: CH2Cl2 to give to give quinolin-8-yl(l-trityl-lH-imidazol-5- yl)methanol, (Intermediate 12) as a solid, (3.7 g 82.7%).

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; ALLERGAN, INC.; WO2008/147786; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 124750-92-1, 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.

Step 3:; A solution of dicyclohexylcarbodiimide (DCC) (267.4 mg; 1.3 eq.) in anhydrous THF (10 ml) was added dropwise to a stirred solution of losartan acid (472 mg; 1.08 mmol) prepared as described in step 2, 5-(4-hydroxyphenyl)-3H-1,2-dithiol-3-thione (244.5 mg; 1.08 mmol) prepared as above described (step 1) and dimethylaminopyridine (DMAP, 7 mg) in 15 ml of tetrahydrofurane (THF). The reaction is performed at room temperature, stirring under nitrogen for 5 hours. At the end of the reaction the dicyclohexylurea (DCC) is removed by filtration. The solution is evaporated to dryness and the crude product was purified by column chromatography (on silica gel) eluting with CH2C12-methanol (97:3) to give an orange solid with melting point 180-185 C.

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.

Reference:
Patent; CTG Pharma S.r.l.; EP1980559; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 1403474-70-3, 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. 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 belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A mixture of azilsartan ester (VI; Ri= Et) (25 g) and 0.4 N NaOH solution (380 ml) was heated at 70-75C for 90 minutes. The reaction mixture was cooled to 10-15C and the pH was adjusted to 2.5-3.0 with 2 N HC1. The mixture was stirred for 30 minutes at 10- 15C. The solid was filtered, washed with water (100 ml) and dried under vacuum. Yield: 22.0 g;X-ray powder diffraction pattern as depicted in figure 1.

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, 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, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LUPIN LIMITED; ANSARI, Shahid, Akhtar; HIRPARA, Hitin, Maganbhai; BHATT, Nikhil, Shashikant; BARIA, Reenaben, Ratansing; YADAV, Ashok, Keshavlal; PATEL, Manishkumar, Baldevlal; WO2014/49512; (2014); A2;,
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., Safety of 2-(1-Trityl-4-imidazolyl)benzaldehyde

5-Acetylbenzofuran-2-carboxylic acid methyl ester (0506-89) (200 mg, 0.86 mmol, 1.0 equiv) and2-(1-trityl-1H-imidazol-4-yl)benzaldehyde (0105-1) (534 mg, 1.3 mmol, 1.5 eq.)Soluble in ethanol (10 ml),Concentrated sulfuric acid 5 ml was added dropwise under ice bath conditions.The temperature was raised to 90C and the reaction was stirred for 18 hours.Cool to room temperature, add dropwise to ice water, add ice bath, add sodium hydroxide to adjust the pH>8, ethyl acetate extraction,The liquid was separated, spin-dried, and the crude product was purified by silica gel column chromatography (eluent: dichloromethane/methanol=200/1 to 40/1) to give the product 5-(2-(5H-imidazole)[5,1-a Ethyl isomorpholin-5-yl)acetyl)benzofuran-2-carboxylate (95 mg, 28.5%).

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

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. 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-(1-Trityl-4-imidazolyl)benzaldehyde

In the atmosphere of nitrogen,Dimethyl methylphosphonate (402 mg, 3.24 mmol, 1.5 equiv)Dissolved in 5 ml of dry tetrahydrofuran.Cool to -60C with dry ice/ethanol.n-Butyllithium (1.70 ml, 2.5 mol/ml n-hexane solution, 4.32 mmol, 2 eq.) was slowly added dropwise.The mixture is stirred at this temperature for 30 minutes.The compound 6-fluoro-2-methylbenzofuran-5-carboxylic acid methyl ester (0303-69) (450 mg, 2.16 mmol, 1 eq.) was slowly added dropwise.A solution of tetrahydrofuran (5 ml).The mixture was stirred at this condition for 1 hour. Isopropanol (15 ml), cesium carbonate (1.0 g, 3.24 mmol, 1.5 eq) and 2-(1-Tri) were addedBenzyl-1H-imidazol-4-yl)benzaldehyde (0105-1) (894 mg, 2.16 mmol, 1 eq.) stirred at room temperatureAfter 16 hours, after the reaction was completed, water (50 ml) was added and the mixture was extracted with ethyl acetate. The organic phase was washed with saturated brine and anhydrous sulfuric acid.The sodium was dried, concentrated under reduced pressure, and purified by silica gel column chromatography to give the product 1-(6-fluoro-2-methylbenzofuran-5-yl)-3-(2-(1-trityl-1H-imidazol-4-yl)phenyl)prop-2-en-1-one (530 mg, yield 41.9%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1402838-08-7.

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. 96797-15-8, name is 4-Iodo-1-trityl-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Iodo-1-trityl-1H-imidazole

Cul (21.8 mg, 0.12 mmol), /nmv-N,N’-dimcthylcyclohcxanc- 1 ,2-diaminc (36.1 iiL, 0.23 mmol) and K2CO3 (317 mg, 2.29 mmol) were added to a solution of 1-169 (500 mg, 1.15 mmol) in toluene (6.25 mL) in a sealed tube while N2 was bubbling. After 10 min, 4-chloro-lH-pyrrolo[3,2-c]pyridine [60290-21-3] (227 mg, 1.15 mmol) was added. The reaction mixture was stirred at room temperature for 10 min, and at 100 C for 20 h. The reaction mixture was cooled to room temperature and diluted with NaHCCh (sat., aq.) and extracted with EtOAc. The organic layer was dried (MgS04), filtered and the solvents were evaporated in vacuo. The crude mixture was purified by flash column chromatography (silica, heptane/EtOAc, gradient from 100:0 to 80:20) to afford 1-170 (430 mg, 81%).

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; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary John; MARTINEZ LAMENCA, Carolina; LEENAERTS, Joseph Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (171 pag.)WO2019/243535; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1746-25-4,Some common heterocyclic compound, 1746-25-4, name is 2,4,5-Triiodo-1H-imidazole, molecular formula is C3HI3N2, 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 the compound (35 g) obtained from the step a above in ethanol was added a saturated aqueous solution of sodium sulfite. The reaction mixture was refluxed at 80 0C for 24 hours, filtered and the filtrate was evaporated in vacuo to remove ethanol. The residual aqueous layer was extracted with ethyl acetate, dried over anhydrous sodium sulfate. The solvent removal in vacuo yielded the title compound (5.5 g)

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

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2006/38100; (2006); 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. 96797-15-8, name is 4-Iodo-1-trityl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 96797-15-8

Step 1: Preparation of 2-chloro-5-(1-trityl-H-imidazol-4-yl)pydimidine A 3M solution of ethyl magnesium bromide in diethylether (12.66 mmol) was added to a solution of 4-iodo-1-trityl-1H-imidazole (10.55 mmol) in freshly distilled dry tetrahydrofuran (46.0 mL) in a three necked round bottom flask at room temperature. The reaction mixture was stirred for about 90 minutes and then a 1M solution of zinc chloride (12.66 mmol) was added at room temperature. The solution was stirred for about 90 minutes and then degassed for about 20.0 minutes. Palladium triphenylphosphine (0.61 g, 0.527 mmol) and 5-bromo-2-chloro pyrimidine (11.6 mmol) were added and the reaction mixture was stirred for about 12-14 hrs at about 70 C. The reaction mixture was cooled, diluted with dichloromethane (100.0 mL), washed with aqueous solution of ethylenediaminetetraacetic acid (pH 9), brine, dried over anhydrous sodium sulfate, filtered and concentrated to yield a solid, which was purified by column using ethyl acetate-hexane as eluent to yield the title compound. Yield: 3.0 g (67%).

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

Reference:
Patent; Das, Biswajit; Salman, Mohammad; Kurhade, Santosh Haribhau; Venkataramanan, Ramadass; Kumar, Rajesh; Kapkoti, Gobind Singh; Katoch, Rita; Bandyopadhyay, Anish; Rattan, Ashok; US2009/170790; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 96797-15-8, name is 4-Iodo-1-trityl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C22H17IN2

To a suspension of 4-iodo-1 -trityl-imidazole (3.00g, 6.88mmol) in THF (55 ml_) at 0C was slowly added isopropylmagnesium chloride (8.6ml_, 17.19mmol), the clear solution was then left to stir for 10 minutes. Trimethyl borate (3.83ml_, 34.38mmol) was added portion wise and the reaction mixture was left to stir for 10 minutes at 0C before being allowed to reach room temperature and stir for a further 10 minutes. 1 M HCI (30 ml_) was then added and the reaction was stirred for 10 minutes. The reaction was quenched by pouring it slowly in to a saturated solution of NaHC03 solution (100 ml_) which was then extracted with EtOAc (3 x 50 ml_). The combined organic phases were then dired over Na2S04 and concentrated in vacuo to give the crude product (1 -tritylimidazol-4-yl)boronic acid (2.53g, 7.15mmol, 103.92% yield) as an off white solid. MS Method 2: RT 1 .47 min, ES+ m/z 355 [M+H]+ H NMR (400MHz, DMSO) delta/ppm: 7.20-7.45 (m, 10H), 6.95-7.10 (m, 7H).

According to the analysis of related databases, 96797-15-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; REDX PHARMA PLC; BHAMRA, Inder; BINGHAM, Matilda; TESTAR, Richard; SARGENT, Louise; DONOGHUE, Craig; (128 pag.)WO2016/55786; (2016); A1;,
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. 96797-15-8, name is 4-Iodo-1-trityl-1H-imidazole, A new synthetic method of this compound is introduced below., Quality Control of 4-Iodo-1-trityl-1H-imidazole

Example 80; (IS, 2R) and (1R, 2S)-2-(4-(2-(4-chlorophenyl)-2′-oxospiro[cyclopropane-l,3′- indoline] – 1 ‘-yl)- lH-imidazol- l-yl)acetic acid; Synthesis of (IS, 2R) and (1R, 2S)-2-(4-chlorophenyl)-l’-(l-trityl-lH-imidazol-4- yl)spiro[cyclopropane-l,3′-indolin]-2′-one4-Iodo-l-trityl-lH-imidazole (210 mg, 0.48 mmol) was added to a suspension of racemic (I S, 2R)-2-(4-chlorophenyl)spiro[cyclopropane-l,3′-indolin]-2′-one (107 mg, 0.4 mmol) in acetonitrile (2 mL) under a nitrogen atmosphere. A steady stream of nitrogen was bubbled through the suspension as it was heated to 40 C over 15 minutes. Potassium carbonate (1 10 mg, 0.8 mmol), copper (I) iodide (12 mg, 15 mol %), and N,N- dimethylethylenediamine (0.12 mmol, 30 mol %) were added and the reaction mixture was heated to 80 C and kept for 21 hours under nitrogen atmosphere. The mixture was cooled to room temperature, filtered and concentrated to give the title product. The residue was purified by flash column chromatography (gradient elution, 5-10% ethyl acetate in petroleum ether) to give racemic trans-2-(4-chlorophenyl)-l’-(lH-imidazol-4- trityl)spiro[cyclopropane-l,3′-indolin]-2′-one(157 mg, 68%). LC/MS m/e calcd. for C38H28C1N30: 577, observed (M+H)+: 578.2MS calcd. for C38H28C1N30 578, obsd. (ESf) [(M+H)+] 579.3.

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; F. HOFFMANN-LA ROCHE AG; CHEN, Li; HUANG, Mengwei; FENG, Lichun; HE, Yun; YUN, Hongying; WO2011/69298; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem