Category: 17325-26-7

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. 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 17325-26-7

b) 3-(3-Acetoxy-7-chloro-2,2-dimethyl-indan-1 -yl)-3H-imidazole-4-carboxylic acid methyl ester; To a solution of acetic acid 4-chloro-3-hydroxy-2,2-dimethyl-indan-1-yl ester (1.55 g, 6.1 mmol) in THF (30 mL) is added methyl 4-imidazolecarboxylate (CASNo. 17325-26-7, 1.53 g, 12.2 mmol), and triphenylphosphine (3.2 g, 12.2 mmol). The reaction is cooled to 0 0C and di-f-butyl azodicarboxylate (2.81 g, 12.2 mmol) is added. The reaction is placed at room temperature and permitted to stir for ca. 12 hours and then is heated to 40 0C for 1.5 hours. The reaction mixture is cooled to 0 0C, quenched with 4 N HCI in dioxane (20 ml_, 80 mmol), and stirred for 30 minutes. The reaction is concentrated to near dryness and diluted with ethyl acetate. The organic layer is extracted three times with 1 N aqueous HCI. The aqueous extracts are combined, neutralized with Na2CO3, and extracted three times with ethyl acetate. The combined organic layers are dried with Na2SO4, filtered, and concentrated. The resulting residue is purified by silica gel flash chromatography (ethyl acetate-dichloromethane, 0:1 to 1 :3) to furnish 3-(3-acetoxy-7-chloro-2,2-dimethyl-indan-1- yl)-3H-imidazole-4-carboxylic acid methyl ester; MS: (ESI) m/z 332.04 (M+H)+.

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 17325-26-7.

Reference:
Patent; NOVARTIS AG; WO2008/76336; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 17325-26-7, name is Methyl 1H-imidazole-5-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 17325-26-7, Recommanded Product: Methyl 1H-imidazole-5-carboxylate

To a solution of 97 (3.00 g, 23.8 mmol) in DMF (5 mL) was added NaH (1.14 g, 28.6 mmol) in portions at 0 C. The mixture was stirred at 0 C for 1 h. Then SEM-CI (8.44 mL, 47.6 mmol) was added drop-wise at 0 C. The reaction mixture was stirred at 25 C for 13 h. The reaction was quenched by sat. aq. NH4CI (10 mL) at 0 C and then extracted with EtOAc (20 mL x 3). The combinedorganic phase was washed with brine (20 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography (petroleum ether/ethyl acetate = 1:2) to give 98 (2.00 g, yield 33%) as a yellow oil. 1H NMR (400 MHz, CDCI3) 7.73 (s, 1H), 7.62 (s, 1H), 5.31 (s, 2H), 3.91 (s, 3H), 3.50 (t, J = 8.0 Hz, 2H), 0.92 (t, J = 8.0 Hz, 2H), -0.01 (s, 9H). To a solution of 98 (2.00 g, 7.80 mmol) in THF (20 mL) was added LiAIH4 (355 mg, 9.36 mmol) in portions at 0 C. Themixture was stirred at 25 C for 3 h. The reaction was quenched by sat. aq. potassium sodium tartrate (1 mL) at 0 C, filtered and concentrated in vacuo to give 99 (1.4 g, yield 79%) as a colorless oil. 1HNMR (400 MHz, CDCI3) 7.56 (s, 1H), 6.99 (s, 1H), 5.23 (s, 2H), 4.61 (s, 2H), 3.48 (t, J = 8.0 Hz, 2H),0.91 (t, J = 8.0 Hz, 2H), 0.01 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 1H-imidazole-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; CARTER, David Scott; HALLADAY, Jason S.; JACOBS, Robert T.; LIU, Yang; PLATTNER, Jacob J.; ZHANG, Yong-Kang; WITTY, Michael John; (149 pag.)WO2017/195069; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 17325-26-7, name is Methyl 1H-imidazole-5-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 17325-26-7, SDS of cas: 17325-26-7

For methyl 1-tritylimidazole-4-carboxylate (6), trityl chloride(1.77 g, 6.35 mmol) was first stirred into a solution of 5 (0.80 g,6.3 mmol) in DMF (20 mL) under N2. NEt3 (0.98 mL, 7.0 mmol) wasthen added, and the mixture stirred for 16 h at r.t. before being pouredover ice; the cold mixture was then filtered and the isolated solid waswashed with H2O (2 × 5 mL), and then dried in vacuo at r.t. for 24 h.Yield: 2.01 g (86%). 1H NMR (CDCl3): delta 7.65 (s, 1H, H5-Im), 7.52 (s, 1H,H2-Im), 7.03-7.36 (m, 15H, Ph3C), 2.42 (s, 3H, CH3-Im). ESI-MS: 369(M+), 243 (CPh3). Anal. Calcd. for C24H20N2O2: C, 78.24; H, 5.47; N,7.60. Found: C, 78.35; H, 5.6; N, 7.4.

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 1H-imidazole-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kennedy, David C.; James, Brian R.; Inorganic Chemistry Communications; vol. 78; (2017); p. 32 – 36;,
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. 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, A new synthetic method of this compound is introduced below., Formula: C5H6N2O2

General procedure: Method B: Compounds 22 or 23 (1.2 mmol) and cesium carbonate (390 mg, 1.2 mmol) were dissolved in dry DMF (3 mL) under argon. After stirring of the mixture for 30 min at 50 C, a solution of the tosyl ester 12c or 12d (1 mmol) dissolved in dry DMF (3 mL) was added and the stirring was continued overnight at 50 C under argon. After evaporation of DMF in high vacuo, the residue was dissolved in EtOAc and the organic phase was washed with brine to neutral pH, dried over Na2SO4 and evaporated under reduced pressure. The residual product was purified by column chromatography (silica gel) using the appropriate solvent systems as it will be defined, in each case, below.

The synthetic route of 17325-26-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Moutevelis-Minakakis, Panagiota; Papavassilopoulou, Eleni; Michas, George; Georgikopoulou, Kalliopi; Ragoussi, Maria-Eleni; Neophytou, Niki; Zoumpoulakis, Panagiotis; Mavromoustakos, Thomas; Hadjipavlou-Litina, Dimitra; Bioorganic and Medicinal Chemistry; vol. 19; 9; (2011); p. 2888 – 2902;,
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. 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, A new synthetic method of this compound is introduced below., Computed Properties of C5H6N2O2

d) 3-(7-Cyano-isothiochroman-4-yl)-3H-imidazole-4-carboxylic acid methyl ester; To a solution of 4-hydroxy-isothiochroman-7-carbonitrile (630 mg, 3.3 mmol) in THF (20 ml.) is added methyl 4-imidazolecarboxylate (CASNo. 17325-26-7, 460 mg, 3.6 mmol), and triphenylphosphine (909 mg, 3.4 mmol). The reaction is cooled to 0 0C and diisopropyl azodicarbpxylate (0.66 ml_, 3.4 mmol) is added. The reaction is permitted to warm to room temperature and stirred until LC-MS analysis indicates complete consumption of 4-hydroxy- isothiochroman-7-carbonitrile. The reaction mixture is diluted with saturated aqueous NaHCO3 and ethyl acetate. The layers are separated and the organic layer is dried with Na2SO4, filtered and concentrated. The resulting residue is purified by silica gel flash chromatography (ethyl acetate-dichloromethane, 0:1 to 1 :1) to provide 3-(7-cyano- isothiochroman-4-yl)-3H-imidazole-4-carboxylic acid methyl ester; MS: (ESI) m/z 300.1 (M+H). 1H NMR (400 MHz, CDCI3) delta ppm 3.08 – 3.23 (m, 1 H), 3.32 (dd, J=14.4, 4.0 Hz, 1 H), 3.73 – 4.07 (m, 2 H), 3.91 (s, 3 H)1 6.46 – 6.61 (m, 1 H), 7.15 (d, J=8.1 Hz, 1 H), 7.46 (s, 1 H), 7.49 – 7.54 (m, 1 H), 7.56 (s, 1 H), 7.84 (s, 1 H). The HCI salt of the title compound can be prepared by dissolution in diethyl ether followed by treatment with an excess of 1N HCI in diethyl ether. The resulting heterogeneous solution is concentrated to furnish the HCI salt of 3-(7-cyano-isothiochroman-4-yl)-3H-imidazole-4-carboxylic acid methyl ester.

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; NOVARTIS AG; WO2008/76336; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 17325-26-7, 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. 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

b) 3-(2,2-Dimethyl-3-oxo-indan-1-yl)-3H-imidazole-4-carboxylic acid methyl ester; To a solution of 3-hydroxy-2,2-dimethyl-indan-1-one (2.0 g, 11.3 mmol) in THF (50 mL) is added methyl 4-imidazolecarboxylate (CASNo. 17325-26-7, 1.72 g, 13.6 mmol), and triphenylphosphine (3.56 g, 13.6 mmol). The reaction is cooled to 0 0C and di-f-butyl azodicarboxylate (3.13 g, 13.6 mmol) is added. The reaction is placed at room temperature and permitted to stir for three hours. The reaction mixture is cooled to 0 0C and quenched with 4 N HCI in dioxane (5 mL, 20 mmol) and stirred for 30 minutes. The reaction is concentrated to near dryness and diluted with ethyl acetate. The organic layer is extracted three times with 1 N aqueous HCI. The aqueous extracts are combined, neutralized with Na2CO3, and extracted three times with ethyl acetate. The combined organic layers are dried with Na2SO4, filtered, and concentrated. The resulting residue is purified by silica gel flash chromatography (ethyl acetate-dichloromethane, 0:1 to 3:7) to furnish 3-(2,2-dimethyl- 3-oxo-indan-1-yl)-3H-imidazole-4-carboxylic acid methyl ester; HRMS: (ESI) m/z 285.1246 [(M+H)+: Calcd for C16H16N2O3: 285.1239]; 1H NMR (400 MHz, CDCI3) delta ppm 0.82 (s, 3 H), 1.46 (s, 3 H), 4.02 (s, 3 H), 6.70 (s, 1 H), 7.39 (s, 1 H), 7.47 – 7.52 (m, 1 H), 7.72 (t, J=7.45 Hz, 1 H), 7.79 – 7.86 (m, 1 H), 7.93 – 7.99 (m, 2 H).

The synthetic route of Methyl 1H-imidazole-5-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; WO2008/76336; (2008); 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. 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, A new synthetic method of this compound is introduced below., Safety of Methyl 1H-imidazole-5-carboxylate

[0174] A solution of compound 12 (18.0 g, 142.7 mmol, 1.0 eq) and hydrazine hydrate (35.7 g, 713.7 mmol, 5.0 eq) in EtOH (200 mL) was stirred at 90 C for 15 h. After cooling to room temperature, a precipitate formed. The solid was filtered, and dried under vacuum to afford compound 13 (15.0 g, 119 mmol, 83% yield) as a white crystalline solid: 1H NMR (400 MHz, DMSO-d6) 6 4.35 (br. s., 2H) 7.61 (s, 1H) 7.72 (d, J=0.88 Hz, 1H) 9.10 (br. s., 1H) 12.49 (br. s., 1H).

The synthetic route of 17325-26-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZENITH EPIGENETICS CORP.; BROWN, Samuel, David; COBURN, Craig, Alan; KHARENKO, Olesya; (103 pag.)WO2016/92375; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 17325-26-7, 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. 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 25-1 (0.5g, 4.0mmol) in anhydrous THF (15ml) in a dried flask was added NaH (O.lg, 4.8mmol) in portions. Once bubbling had subsided iodopropane (0.8ml, 8.0mmol) was added and stirred at room temperature overnight. To the reaction mixture was added another 0.5eq of NaH was added along with 3eq of iodopropane. After stirring for 5Oh another 0.5eq of NaH was added along with 2eq of iodopropane. The reaction mixture stirred for another 2Oh before being quenched with ethanol (5ml). Solvent removal afforded the desired product 25-2 as a solid. MS calculated M+H: 169.2, found 155.1 (M-CH2).

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 1H-imidazole-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2006/135627; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 17325-26-7,Some common heterocyclic compound, 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, molecular formula is C5H6N2O2, 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 methyl lH-imidazole-4-carboxylate (1.26 g, 10.0 mmol, 1.0 eq) in DMF (18.0 mL) was added K2C03 (3.5 g, 25.0 mmol, 2.5 eq), followed by 2- (trimethylsilyl)ethoxym ethyl chloride (2.3 mL, 13.0 mmol, 1.3 eq). The reaction mixture was stirred at 80 C for 12.0 h, then cooled and quenched by water (100.0 mL) and extracted with EA (50.0 mL X 2). The combined organic layers were dried over Na2S04, filtered and concentrated in vacuo. The resulting residue was purified by column chromatography (EA/PE=l/30, v/v) to provide methyl l-((2-(trimethylsilyl)ethoxy)methyl)-lH-imidazole-4- carboxylate (1.08 g, 42.5%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 1H-imidazole-5-carboxylate, its application will become more common.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (346 pag.)WO2018/11628; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 17325-26-7, These common heterocyclic compound, 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, 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.

a) Methyl 2-isopropyl- lH-imidazole-4-carboxylateA solution of methyl lH-imidazole-4-carboxylate (5.0 g, 39.68 mmol), AgN03 (4.0 g, 23.81 mmol), isobutyric acid (10.4 g, 1 19.1 mmol) in 10 % H2S04 (150 ml) was heated at 80 C for 15 min. An aqueous solution of (NH4)2S208 (28.0 g, 119.1 mmol) was added to the mixture dropwise in 15 minat 80 C. The reaction mixture was cooled to RT and poured into ice. The mixture was basified with aqueous ammonia (pH 9) and extracted with EtOAc (500 ml). The organic layer was concentrated and the residue was purified by flash chromatography. Yield 1.5 g. 1H- NMR (400 MHz; CDC13): delta 1.36 (d, 6H), 3.05-3.14 (m, 1H), 3.87 (s, 3H), 7.62 (s, 1H).

The synthetic route of 17325-26-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORION CORPORATION; TOeRMAeKANGAS, Olli; WOHLFAHRT, Gerd; SALO, Harri; RAMASUBRAMANIAN, Rathna, Durga; PATRA, Pranab, Kumar; MARTIN, Arputharaj, Ebenezer; HEIKKINEN, Terhi; VESALAINEN, Anniina; MOILANEN, Anu; KARJALAINEN, Arja; WO2012/143599; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem