Tag: M.W=100-200

Related Products of 16042-25-4,Some common heterocyclic compound, 16042-25-4, name is 2-Imidazolecarboxylic acid, molecular formula is C4H4N2O2, 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.

Synthesis of tert-butyi 4-(4-carbamoyl-4-(methylamino)piperidin-1~yl)~ 3-( 1 H-imidazote-2-carboxamido)phenylcarbamate (lnt-14b)A mixture of 1 H-imidazole-2-carboxylic acid (19 mg, 0.17 mmol), aniline lnt-14b (60 mg, 0.17 mmol), HATU (69 mg, 0.18 mmol), diisopropyiethylamine (57 pL, 0.33 mmol) was stirred in N,N-dimethylformamide (2 mL). Water and ethyl acetate were added, and the layers were separated. The separated organic layer was washed with water. The separated organic layer was dried ( gS04) and filtered. The solvents were removed in vacuo and chromatographic purification (ethyl acetate – hexane) of the residue gave amide lnt-14c (26 mg, 35%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Imidazolecarboxylic acid, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; TSUI, Hon-Chung; PALIWAL, Sunil; KIM, Hyunjin, M.; KEREKES, Angela, D.; CAPLEN, Mary Ann; ESPOSITE, Sara, J.; MCKITTRICK, Brian, A.; FISCHMANN, Thierry Olivier; DOLL, Ronald, J.; RAINKA, Matthew Paul; LI, Ang; WO2011/149874; (2011); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 36947-68-9, name is 2-Isopropyl-1H-imidazole, 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 36947-68-9, Computed Properties of C6H10N2

A mixture of 2-bromo-N-tert-butyl-6-(4-chlorophenyl)-pyridine-4-carboxamide (intermediate 2) (91.9 mg, 250 mupiiotaomicron), commercially available 2-isopropyl-lH-imidazole (55.1 mg, 500 mupiiotaomicron) and potassium carbonate (69.1 mg, 500 mupiiotaomicron) in DMSO (1.5 ml) was purged with argon in an ultrasonic bath for 5 min, N,N-dimethylglycine (10.3 mg, 100 mupiiotaomicron) and copper(I)iodide (9.52 mg, 50 mupiiotaomicron) were added, the tube sealed and heated for 17h at 115C. The reaction mixture was diluted with water (10 ml), the precipitate collected by filtration and further purified by flash chromatography on silica gel [heptane/ethyl acetate (50-100%)] to yield the title compound (50 mg, 50%) as an off-white foam, MS (ISN) m/z = 397.3 [(M+H)+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Isopropyl-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HOENER, Marius; WICHMANN, Juergen; (65 pag.)WO2017/9274; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 13750-62-4, These common heterocyclic compound, 13750-62-4, name is 1-Benzyl-2-methyl-1H-imidazole, 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.

[1-BENZYL-2-METHYL-1H IMIDAZOLE] (50 mg, 0.3 mmol) and 3,4-dichlorobenzyl bromide (77 mg, 0.32 mmol) in 0.2 ml acetonitrile (a few drops of DMF were added for solubility) were stirred overnight at room temperature. The mixture was diluted with ether, the solid filtered, washed with ether and dried to give 112 mg of product. LC/MS (ES+) m/e 333 [[M+1]]

The synthetic route of 13750-62-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2003/101970; (2003); 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. 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C9H8N2O

General procedure: Equimolar quantities of 1-methyl-1H-benzo[d]imidazole-2-carbaldehyde and the respective aniline derivative were placed in microwave vial, and the reaction mixture was irradiated at 90?C during 4?min. After cooling to room temperature, the resulting residue was then purified by recrystallization in ethanol to give the pure Schiff base. N-(4-methoxyphenyl)-1-(1-methyl-1H-benzo[d]imidazol-2-yl)methanimine (L1).

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 3012-80-4.

Reference:
Article; Boulebd, Houssem; Lahneche, Yousra Doria; Khodja, Imene Amine; Benslimane, Meriem; Belfaitah, Ali; Journal of Molecular Structure; vol. 1196; (2019); p. 58 – 65;,
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. 934-32-7, name is 1H-Benzo[d]imidazol-2-amine, A new synthetic method of this compound is introduced below., Application In Synthesis of 1H-Benzo[d]imidazol-2-amine

General procedure: A mixture of aromatic aldehyde 1 (1.0 mmol), dimedone 2 (1.0 mmol), 2-aminobenzimidazole 3 (1.0 mmol) and [DABCO](HSO3)2(Cl)2 (0.2 mmol, method A) or [DABCO](SO3H)2(HSO4)2 (0.02 mmol, method B) was stirred at 100 C for the appropriate time. The progress of the reaction was followed by TLC (n-hexane/ethyl acetate-8:2). After completion, the obtained solid mixture was washed with cooled water (2 ¡Á 2 mL) to separate the catalyst. Then, warm ethanol (3 mL) was added to the reaction media, and the solid product was filtered and dried in air.

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:
Article; Seyyedi, Narges; Shirini, Farhad; Langarudi, Mohaddeseh Safarpoor Nikoo; Jashnani, Setareh; Journal of the Iranian Chemical Society; vol. 14; 9; (2017); p. 1859 – 1867;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 705-09-9, These common heterocyclic compound, 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]imidazole, 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.

To a solution of 14a (300mg, 1.8mmol, leq) in DMF(4mL) was added NaH(60%, 75mg, 1.8mmol, leq) at 0~5C. The resulting mixture was stirred for 30min at 0~5C and to the mixture was added 68b(459mg, l.deltammol, leq) portion- wise. The reaction mixture was stirred at r.t. over a weekend. The solvent was removed and the residue was purified by column chromatography (PE:EA=4: 1) to give 68c (33Omg, yield: 50%) as a colorless oil. ES-MS m/z: 377 (M++l)

Statistics shows that 2-(Difluoromethyl)-1H-benzo[d]imidazole is playing an increasingly important role. we look forward to future research findings about 705-09-9.

Reference:
Patent; XCOVERY, INC.; LIANG, Congxin; LI, Zhi-Gang; WO2010/5558; (2010); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

3304-70-9, name is Dimethyl 4,5-imidazoledicarboxylate, 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. Safety of Dimethyl 4,5-imidazoledicarboxylate

1H-Imidazole-4,5-dicarboxylic acid dimethyl ester (2 g, 10.87 mmol, 1 equiv. ) was dissolved in THF (55 mL, 0.2 M) and DMAP (1.46 g, 11.95 mmol, 1.1 equiv. ) before Di- tert-butyl dicarbonate (3.50 g, 16.29 mmol, 1.4 equiv. ) was added. The reaction was stirred for 16 hours before being quenched with saturated NH4Cl (30 mL) and extracted with ethyl acetate (2 x 30 mL) and the organic layer washed several times with water (4 x 30 mL), brine solution (50 mL). It was dried over Na2SO4, filtered and concentrated in vacuo. Imidazole-1,4,5-tricarboxylic acid 1-tert-butyl ester 4,5-dimethyl ester 252 (3.85 g, 100%, 10.87 mmol). 1H NMR (300 MHz) CDCl3 delta 8.02 (s, 1 H), 3.99 (s, 3 H), 3.92 (s, 3 H). MS: 306.8 (M+23). TLC Rf: 0.6 Hexanes/Ethyl acetate (1/1)

The synthetic route of 3304-70-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gilead Sciences, Inc.; WO2004/35576; (2004); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 1003-21-0,Some common heterocyclic compound, 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, molecular formula is C4H5BrN2, 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.

General procedure: Ethyl 2-chloro-2-oxoacetate (8.19 g, 60.0 mmol) was added dropwise over 20 min to the corresponding imidazole (60.0 mmol) in CH2Cl2 (500 mL) at -20 C. Then, DIPEA (7.75 g, 10.5 mL, 60.0 mmol) was added at -20 C, the mixture was warmed up to rt and stirred for 12 h. The resulting mixture was washed with H2O (3 ¡Á 150 mL), the organic layer was dried over Na2SO4 and evaporated in vacuo [50]. 4.2.1 Ethyl 2-(5-bromo-1-methyl-1H-imidazol-2-yl)-2-oxoacetate (10h) (0013) Yield 15.0 g (96%); yellowish oil. 1H NMR (500 MHz, CDCl3) delta 7.32 (s, 1 H), 4.46 (q, J =7.1 Hz, 2 H), 4.02 (s, 3 H), 1.41 (t, J =7.1 Hz, 3 H). 13C NMR (126 MHz, CDCl3) delta 176.5, 163.2, 140.9, 132.6, 114.8, 62.6, 33.9, 14.0. LC/MS (CI): m/z = 261/263 [M+H]+. Anal. Calcd. for C8H9BrN2O3: C 36.80; H 3.47; N 10.73; Br 30.61. Found: C 36.66; H 3.65; N 10.58; Br 30.53.

The synthetic route of 1003-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Geraschenko, Oleksandr V.; Solomin, Vitalii V.; Vashchenko, Bohdan V.; Khodakivskyi, Pavlo; Tolmachev, Andrey A.; Grygorenko, Oleksandr O.; Journal of Fluorine Chemistry; vol. 229; (2020);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 939-70-8, 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 939-70-8 as follows.

General procedure: To the solution of 2-acetyl benzimidazole 1 (0.01 mol) in MeOH (20 mL) was added 10% aqueous NaOH (2 mL) at 0C with stirring. Then, the solution of aromatic aldehydes (0.01 mol) in MeOH was added drop-wise. The reaction mixture was magnetically stirred for 12 h. After completion of the reaction (monitored by TLC) the reaction mixture was poured over crushed ice. The separated solid was filtered, washed with water and dried. The residue was purified by column chromatography (silica gel with 10% ethyl acetate in petroleum ether) to afford pure benzimidazole derived chalcone 2a-m.

According to the analysis of related databases, 939-70-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Meshram, Gangadhar A; Vala, Vipul A.; Wagh, Pramod A.; Deshpande, Shruti S.; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 55B; 5; (2016); p. 613 – 623;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 16042-25-4, name is 2-Imidazolecarboxylic acid, molecular formula is C4H4N2O2, 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. Safety of 2-Imidazolecarboxylic acid

Example 45 lambda/-[6-(1H-lndol-4-yl)-1H-indazol-4-yl]-1H-imidazole-2-carboxamide 1H-lmidazole-2-carboxylic acid (17mg) (available from Maybridge), HATU (63mg) and 6- (1 H-indol-4-yl)-2-(tetrahydro-2H-pyran-2-yl)-2/-/-indazol-4-amine (50mg) were dissolved in anhydrous DMF (3ml) and then treated with DIPEA (0.052ml) and stirred at RT for 15h. The mixture was treated with methanol (3ml) and then macroporous-tosic acid resin (170mg; 4.4mmol/g) then stirred for 15h. The mixture was then treated with 0.88 ammonia solution (0.600ml), stirred for 10min, then filtered and solvent blown off under a stream of nitrogen. The crude residue was purified by mass directed preparative HPLC (Method A) to give the title compound. LC/MS R1 0.87min m/z 343 [MH+]. Method B

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 16042-25-4, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/147188; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem