Month: June 2021

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. 33543-78-1, name is Ethyl 1H-imidazole-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 33543-78-1

A solution of the required amine (0.20 mmol; 2 eq.) in DMF (0.2 mL), in a glass vial under inert atmosphere (N2), is treated with NaH (3.3 eq.) at rt. After 10 min, it is treated with a solution of the chloride (0.10 mmol; 1 eq.) in DMF (0.8 mL) and the reaction mixture is stirred at rt and monitored by LC-MS. Upon reaction completion, the reaction mixture is quenched by the addition of a sat. aq. KH2PO4 solution and the reaction mixture is stirred at rt for 20 h. The reaction mixture is concentrated under reduced pressureand purification of the residue gives the desired product.Example 294 1-[3-(3-ethyl-ureido)-isoquinolin-8-ylmethyl]-1H-imidazole-2-carboxylic acid Starting from the compound of Preparation R and ethyl imidazole-2-carboxylate and proceeding in analogy to Procedure AQ, the title compound was obtained, after purification by prep-HPLC (basic conditions), as an amorphous solid (22percent yield). MS (ESI, m/z): 340.10 [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 33543-78-1.

Reference:
Patent; Bur, Daniel; Gude, Markus; Hubschwerlen, Christian; Panchaud, Philippe; US2013/96119; (2013); 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. 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate

Preparation of Olmesartan Medoxomil Example 1 17.3 g (124.8 mmol) of K2CO3, 15 g (62.4 mmol) ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate (III) and 38.3 g (68.7 mmol) 4-[2-(trityltetrazol-5-yl)phenyl]-benzyl bromide (IVa) were suspended in 750 ml of acetonitrile. The suspension was then heated under reflux until the reaction was completed (7 h). 510 ml of acetonitrile were distilled off and the concentrate was cooled to 23 to 25 C. The mixture was stirred at this temperature overnight, then the suspension was cooled to 0 C. and stirred at this temperature for 1 h. The crude product (Va) was filtered off and washed 2* with 20 ml of cooled acetonitrile. Wet product was suspended in 450 ml of water, stirred for 1.5 h and after that filtered off. The mass of dried product (Va) was 39.5 g (89%). T=165-169 C. IR: 1666, 1525, 1291, 1446, 1177, 881, 756, 699, 640

According to the analysis of related databases, 144689-93-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KRKA; US2009/131680; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 10351-75-4,Some common heterocyclic compound, 10351-75-4, name is 1H-Benzo[d]imidazole-5,6-dicarboxylic acid, molecular formula is C9H6N2O4, 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 mixture of Cd(NO3)2·4H2O (0.0308 g, 0.1 mmol), H3BIDC (0.0412 g, 0.2 mmol) and phen (0.0396 g, 0.2 mmol) with a molar ratio of 1:2:2 were dissolved in the distilled water (5 mL), and stired for 25 min, then set in a Teflon-lined autoclave and heating at 160 C for five days. After cooling to the room temperature, yellow block crystals were obtained. Yield: 28.84 mg (77%, on Cd(II) cations). The products were washed by distilled water and dried in air. Elemental analysis (%): Calc. for 1: C, 52.87; H, 3.74; N, 11.21. Found: C, 52.60; H, 3.38; N, 11.01. IR (KBr pellet, (cm-1)): 3428 (s), 3056 (m), 1717 (w), 1576 (s), 1505 (w), 1472 (w),1384 (m), 1353 (s), 1102 (m), 845 (s), 772 (m). 1H NMR (400 MHz, DMSO-d6): delta=8.97 (d, 2H, phen-H2,9), 8.81 (d, 2H, phen-H4,7), 8.40 (s, 1H, -N=CH-NH), 8.22 (d, 2H, H3BIDC aromatic H), 7.98 (d, 2H, phen-H5,6), 7.96 (d, 2H, phen-H3,8) (ppm).

The synthetic route of 10351-75-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fan, Rui-Qing; Wang, Li-Yuan; Wang, Ping; Chen, Hong; Sun, Cun-Fa; Yang, Yu-Lin; Su, Qing; Journal of Solid State Chemistry; vol. 196; (2012); p. 332 – 340,9;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

616-47-7, name is 1-Methyl-1H-imidazole, 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. HPLC of Formula: C4H6N2

1-Methyl-1H-imidazole (20 g, 244 mmol) was dissolved in anhydrous THF (200 mL) under a nitrogen atmosphere. The solution was stirred at -78 C and n-BuLi (167 mL, 268 mmol) was added dropwise slowly at -78 C. After 1 h, CBr4 (97 g, 292 mmol) solution in anhydrous THF (200 mL) was added. The solution was stirred for 2 h at -78 C and for 1 h at room temp. The reaction mixture was quenched with saturated aqueous ammonium chloride (300 mL), extracted with ethyl acetate (2 x 200 mL), dried over anhydrous sodium sulphate, filtered and evaporated under reduced pressure. The crude compound was purified by silica gel chromatography eluting with 60% ethyl acetate in pet. ether to afford the title compound. LCMS (method B): rt = 1.89, [M+H]+= 161.

The synthetic route of 616-47-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BARTON, Nicholas Paul; BERTRAND, Sophie Marie; DOWN, Kenneth; GRAY, Matthew; (168 pag.)WO2019/141694; (2019); 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. 152628-02-9, name is 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole, A new synthetic method of this compound is introduced below., COA of Formula: C19H20N4

General procedure: To a solution of 1,7′-dimethyl-2′-propyl-1H,3’H-2,5′-bibenzo[d]imidazole 3 (2 mmol) and tetrabutylammonium bromide (0.2 mmol) in benzene (25 mL), a solution of 50% NaOH (25 mL) was added at 0 C followed by the addition of sulfonyl chloride 4 (2.2 mmol). The reaction mixture was stirred vigorously at room temperature for 5-6 h and the reaction was monitored by TLC. After the completion of the reaction, aqueous phase was separated and the organic phase was washed with water (20 mL) and brine (20 mL), dried over anhydrous sodium sulphate and concentrated to give crude products which were purified by column chromatography over silica gel using hexane-EtOAc (6:4) mixture as eluent.

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; Roopashree, Rangaswamy; Mohan, Chakrabhavi Dhananjaya; Swaroop, Toreshettahally Ramesh; Jagadish, Swamy; Raghava, Byregowda; Balaji, Kyathegowdanadoddi Srinivas; Jayarama, Shankar; Basappa; Rangappa, Kanchugarakoppal Subbegowda; Bioorganic and Medicinal Chemistry Letters; vol. 25; 12; (2015); p. 2589 – 2593;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 51605-32-4, 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 51605-32-4 as follows.

(1) Ethyl 5-methyl-1H-imidazole-4-carboxylate (Sigma-Aldrich Co., Ltd.) (7.5g, 48.7mmol) in acetonitrile (120mLWas dissolved in), there N-bromosuccinimide (10.4g, 58.4mmol) added The mixture was stirred at room temperature for 3 hours on. After the reaction, a saturated sodium hydrogen carbonate aqueous solution was added, with ethyl acetateIt was extracted twice. The organic layer was washed with saturated brine, and dried with anhydrous sodium sulfate. concentratedAfter it was purified by column chromatography, ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate

According to the analysis of related databases, 51605-32-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TEIJIN PHARMA LIMITED; MARUYAMA, AKINOBU; KAMADA, HIROFUMI; FUJINUMA, MIKA; TAKEUCHI, SUSUMU; SAITO, HIROSHI; TAKAHASHI, YOSHIMASA; (95 pag.)JP2015/214527; (2015); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1467-16-9, 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. 1467-16-9, name is 1H-Imidazole hydrochloride belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 7 11beta-fluoro-17-(5-fluoropyridin-3-yl)oestra-1,3,5(10),16-tetraene-3-carboxamide 100 mg of (11beta)-11-fluoro-17-(5-fluoropyridin-3-yl)oestra-1,3,5(10),16-tetraene-3-carboxylic acid were initially charged in 3 ml of 2-methyltetrahydrofuran, then 62 mg (1.5 equiv.) of 1,1′-carbonyldiimidazole and 13 mg of imidazole hydrochloride were added and the mixture was stirred at room temp. for 18 h. Then 597 mul of 25% aqueous ammonia solution were added and the mixture was stirred at room temp. for 3 hours, admixed with 10 ml of 1M hydrochloric acid solution, extracted three times with ethyl acetate, concentrated and purified by preparative HPLC. Yield: 51 mg of the title compound. C24H24F2N2O UPLC analysis (Method 1) Rt=1.22 mass found ESI(+) 394.19. 1H NMR (400 MHz, DMSO-d6): delta [ppm]=1.14 (s, 3H), 1.40-1.55 (m, 1H), 1.73-2.03 (m, 4H), 2.13-2.25 (m, 1H), 2.27-2.38 (m, 1H), 2.50-2.60 (m, 1H), 2.67 (dd, 1H), 2.80-2.97 (m, 2H), 5.60-5.81 (1H), 6.30 (br. s., 1H), 7.22 (br. s., 1H), 7.40 (d, 1H), 7.55-7.63 (m, 2H), 7.71 (dt, 1H), 7.85 (s, 1H), 8.45 (d, 1H), 8.48-8.55 (m, 1H).

The synthetic route of 1H-Imidazole hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BOTHE, Ulrich; BUSEMANN, Matthias; BARAK, Naomi; ROTGERI, Andrea; FISCHER, Oliver Martin; MARQUARDT, Tobias; (41 pag.)US2016/24142; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 1403474-70-3 as follows. Application In Synthesis of 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

Example 2 Preparation of the product 2-Ethoxy-3- [2 ‘- (5-oxo-4,5-dihydro- [1,2,4] oxadiazol-3-yl) 4-ylmethyl] -3H-benzimidazole-4-carboxylate 55.1 g,0.4 MN NaOH into the reaction bottle,75 C stirring reaction to the raw material reaction is completed. The reaction solution was cooled to room temperature. The filtrate was added with 820ml of absolute ethanol, filtered and kept at 20 C. The pH was adjusted to 1 with 2M HC1 solution. A large amount of solid was precipitated, stirred for 1 hour, filtered and washed with water. 50.6 g,HPL (^ i ^ S 98.6%

According to the analysis of related databases, 1403474-70-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hunan Xianjin Xiangjiang Pharmaceutical co., LTD; YUAN, XIUJU; YAO, LIANGYUAN; ZONG, AIJUN; DENG, MENGRU; (12 pag.)CN103664921; (2016); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 113775-47-6, name is Dexmedetomidine, 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. Computed Properties of C13H16N2

L- (+) – tartaric acid (9 g, 60 mmol)Was added to a solution of metomidol (12 g, 60 mmol) in ethanol (250 ml).The suspension was heated to reflux until complete dissolution,Followed by stirring at room temperature overnight,Filtration gave a white solid (9 g).The resulting solid was heated to reflux in isopropanol (200 ml)Followed by stirring at room temperature overnight,Filtration gave (13.5 g).The obtained solid was purified once more in the same manner,To obtain a solid 8. lg, purity 99.9%, yield 77.1%.

The synthetic route of Dexmedetomidine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co; Hou, Xianshan; Wang, Junyan; Wang, Zhian; Zhong, Xinguang; (11 pag.)CN106083724; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 24134-09-6, 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. 24134-09-6, name is 5-Bromo-1,2-dimethyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows.

Preparation 163: 4-(1 ,2-dimethyl-1 H-imidazol-5-yl)aniline; [00335] Tetrakis(triphenylphosphine)palladium (0.053g, 0.046mmol) was added to a solution of 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)aniline (0.1 g, 0.456mmol), 5- bromo-1 ,2-dimethyl-1 /-/-imidazole (0.088g, 0.502mmol) and cesium fluoride (0.208g, 1 .369mmol) in DME/MeOH (2/1 , 2.9ml_). The reaction mixture was heated for 10 minutes at ~ 50 C under microwave irradiation. The reaction was diluted with EtOAc and quenched with water. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were dried (Na2S04), filtered and concentrated under reduced pressure. The crude mixture was purified using Biotage silica gel column chromatography eluting with 1 to 5% MeOH/aq. NH3 (10/1 ) in DCM followed by filtration through a SCX-2 column to afford the title product as a white solid (48mg, 56%).1 H NMR (500MHz, CDCI3): delta 2.42 (s, 3H), 3.46 (s, 3H), 3.81 (br s, 2H), 6.71 -6.74 (m, 1 H), 6.85 (s, 1 H), 7.12-7.14 (m, 1 H).LC (Method B)-MS (ESI, m/z) fR 0.24 min, 188 [M+H]+

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-1,2-dimethyl-1H-imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; BAVETSIAS, Vassilios; ATRASH, Butrus; NAUD, Sebastien Gaston Andre; SHELDRAKE, Peter William; BLAGG, Julian; WO2012/123745; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem