Tag: M.W=100-200

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. 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C4H5BrN2

Preparation 14 Methyl-3-(1-methyl-imidazol-5-yl)-2-naphthoate To a mixture of methyl-3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-naphthoate (Preparation 13) (15.37 g, 49.3 mmol) and 5-bromo-1-methyl-1H-imidazole (9.06 g, 49.3 mmol) in toluene/EtOH (350 mL/36 mL) were added Pd(PPh3)4 (11.37 g, 9.84 mmol), Na2CO3 (20.9 g, 197.2 mmol) and water (106 mL). The mixture was degassed, purged with N2, and heated to reflux for 20 hours. It was then cooled to RT, neutralized with HCl (1.0 N, 100 mL), and concentrated in vacuo. The residue was partitioned between water (300 mL) and EtOAc (1 L). The organic layer was washed with water (2 L) and brine, dried over MgSO4, filtered and evaporated in vacuo. The resulting crude material was submitted to flash chromatography (1.5% MeOH/CHCl3), furnishing the title compound as a light-yellow solid (9.5 g, 72%).

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 1003-21-0.

Reference:
Patent; Burke, James R.; Townsend, Robert M.; Qiu, Yuping; Zusi, Fred Christopher; Nadler, Steven G.; US2003/22898; (2003); 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 22884-10-2 as follows. COA of Formula: C5H6N2O2

PREPARALION OF ZLD-AC CRYSTAL FORM XNII; Example 18 :; A 3L reactor equipped with A mechanical stirrer, a thermometer, a reflux condenser and a dropping funnel, was loaded with 1-IMIDAZOLEACETIC acid (70. OG, 0. 56MOLE), Phosphorous acid (136. 7g, 1.67mole) and Silicon oil (M-350) (490ML). The suspension was heated to 80C and Phosphorous oxychloride (194. 4ML, 2.08mole) was added drop-wise during 4 hours. The reaction mixture was stirred at 80C for 22 hours. Then water (490ML) was added slowly at 80C. The mixture was stirred vigorously for about 30 minutes. Then the silicon oil phase and the aqueous phase were separated. The aqueous phase was put in a clean reactor and heated to 97C for 17.5 hours. Then absolute Ethanol (490ML) was added and the solution was stirred at reflux (87C) for 2 hours. The solution was then cooled to 70C-72C during about 1 hour and was kept at this temperature for 1 hour. After cooling to 25C during 2.5 hours and stirring at this temperature for 1 hour, half of the product was filtered, washed with small amount of cold water and dried in a vacuum oven at 50C for 20 hours to obtain 50.8g of Zoledronic acid crystal form XVIII (MS- 507-CROP I, LOD by TGA=1.9%). The rest of the suspension was cooled to 0C during 2 hours and was stirred at this temperature for about 16 hours. Then the product was filtered and dried in a vacuum oven at 50C for 24 hours to obtain 26g of Zoledronic acid crystal form XVIII (MS-507-CROP II, LOD by TGA=1. 0%). The overall yield of the process is 50% purity by HPLC 97.7%.

According to the analysis of related databases, 22884-10-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2005/5447; (2005); A2;,
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. 71759-89-2, name is 5-Iodo-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C3H3IN2

To a solution of 3 (3.5 g,18.0 mmol) in DMF (70 mL) was added TEA (3.0 mL, 21.7 mmol) andtrityl chloride (5.5 g, 19.7 mmol). After stirring at 20 C for 24 h, thesolution was poured into water. The solid was filtered to yield thecrude compound that was purified by flash column chromatographyon silica gel to afford 4 as a white solid (7.4 g, 94.0%). Mp148e150 C. 1H NMR (300 MHz, Chloroform-d) d(ppm) 6.9 (m, 1H),7.0e7.2 (m, 6H), 7.25e7.4 (m, 10H). MS (EI) m/z 437.1 [MH].

According to the analysis of related databases, 71759-89-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zou, Yi; Wang, Fang; Wang, Yan; Sun, Qirui; Hu, Yue; Li, Yuezhen; Liu, Wen; Guo, Wenjie; Huang, Zhangjian; Zhang, Yihua; Xu, Qiang; Lai, Yisheng; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 293 – 304;,
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. 41716-18-1, name is 1-Methyl-1H-imidazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 41716-18-1

Synthesis of { 2- ( 6-chloropyridin-3-yl ) -4- ( 2- methoxyethoxy ) -7, 8-dihydropyrido [4, 3-d] pyrimidin-6 (5H) – yl) ( l-neio-lif-imidazol-4-yl ) }methanone (compound no. 6) is shown in scheme 4. l-Tert-butyl-3-ethyl-4-oxopiperidine-l, 3- dicarboxylate (12) underwent a facile three-component condensation with 6-chloropyridine-3-carboximidamide hydrochloride (13) and 2-bromoethyl methyl ether followed by Boc- deprotection to afford advanced an intermediate 14, which was coupled with l-methyl-l.fi-imidazole-4-carboxylic acid (15) (Scheme 4) . See, Raheem, et al., Bioorg. Med. Chem. Lett. 22:5903-5908 (2012) .

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 41716-18-1.

Reference:
Patent; UNIVERSITY OF SOUTH ALABAMA; PIAZZA, Gary, A.; WO2015/6689; (2015); 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. 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid, A new synthetic method of this compound is introduced below., COA of Formula: C8H6N2O2

To a stirred solution of compound 189 (24 g, 148 mmol) in DCM (250 mL) under inert atmosphere, DIPEA (51.58 mL, 296 mmol) and HATU (84.39g, 222 mmol) were added. To this solution, N,O-dimethylhydroxylamine hydrochloride (21.66 g, 222 mmol) was added and stirred at room temperature for 16 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was poured into ice-cold water and extracted using DCM. The combined organic extracts were washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 50% EtOAc/ hexanes to afford compound 190 (15 g, 49.40%) as a white solid. TLC: 5% MeOH/ DCM (Rf: 0.5); 1H NMR (400 MHz, DMSO-d6): delta 13.19 (s, 1H), 7.84 (d, J=8.4 Hz, 1H), 7.54 (d, J=7.6 Hz, 1H), 7.34- 7.24 (m, 2H), 3.83 (s, 6H); LCMS Calculated for C10H11N3O2: 205.09; Observed: 206 (M+1)+.

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; ASSEMBLY BIOSCIENCES, INC.; TURNER, William, W., Jr.; LI, Leping; HAYDAR, Simon, Nicolas; BURES, Mark, G.; RAI, Roopa; FRANCIS, Samson; ARNOLD, Lee, Daniel; (0 pag.)WO2018/160878; (2018); 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. 32673-41-9, name is 4-Imidazolemethanol hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 32673-41-9

Step A Preparation of 1-triphenylmethyl-4-(hydroxymethyl)imidazole To a solution of 4-(hydroxymethyl)imidazole hydrochloride (35.0 g, 260 mmol) in 250 mL of dry DMF at room temperature was added triethylamine (90.6 mL, 650 mmol). A white solid precipitated from the solution. Chlorotriphenylmethane (76.1 g, 273 mmol) in 500 mL of DMF was added dropwise. The reaction mixture was stirred for 20 hours, poured over ice, filtered, and washed with ice water. The resulting product was slurried with cold dioxane, filtered, and dried in vacuo to provide the titled product as a white solid which was sufficiently pure for use in the next step.

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 32673-41-9.

Reference:
Patent; Merck & Co., Inc.; US5780488; (1998); A;; ; Patent; Merck & Co., Inc.; US6063930; (2000); A;; ; Patent; Merck & Co., Inc.; US5919785; (1999); A;; ; Patent; Merck & Co., Inc.; US5925651; (1999); 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. 20485-43-2, name is 1-Methyl-1H-imidazole-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 20485-43-2

To a stirred solution of 2- [5-(azetidin-3-ylamino)-pyridin-3-yl] -5-chloro-3,3-dimethyl-2,3- dihydro-isoindol-1-one (Example lEA], 56 mg, 0.163 mmol) and Et3N (0.5 mL) in DCM (5 mL) was added HATU (124 mg, 0.326 mmol) and 1-methylimidazole-2-carboxylic acid(27 mg, 0.2 12 mmol) at room temperature and stirring was continued at room temperature for 1 hour. The resulting reaction mixture was extracted with EtOAc (2 x 50 mL) and the combined organics were washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product, which was purified by Prep-HPLC to afford title compound (15.4 mg, 21%) as a white foam. MS: 451.1 (M+Hj.

According to the analysis of related databases, 20485-43-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; AEBI, Johannes; AMREIN, Kurt; CHEN, Wenming; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MARTIN, Rainer E.; MAYWEG, Alexander V.; TAN, Xuefei; WANG, Lisha; ZHOU, Mingwei; WO2014/191340; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 2302-25-2, These common heterocyclic compound, 2302-25-2, name is 4-Bromo-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.

General procedure: A reaction vessel A’-1 (1.74g, 17.0mmol), A’-2 (2.07g, 17.0mmol), Tetrakis(triphenylphosphine)palladium (0.7g, 1.08mmol), Potassium carbonate (5.3 g, 38.3mmol), toluene (60 mL), ethanol (20 mL) and distilled water (20 mL) were added, followed by stirring at 60 C for 3 hours.After the reaction was completed, the reaction mixture was cooled to room temperature, extracted with ethyl acetate, dried over MgSO 4, and then the organic solvent was removed, and A-1 (1.67 g, 68%) was obtained by silica column method

The synthetic route of 2302-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Choi Don-su; Choi Jin-sol; (70 pag.)KR2019/35043; (2019); 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. 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Bromo-1-methyl-1H-imidazole

To a solution of 5-bromo-1-methylimidazole (0.68 g, 4.26 mmol) in dry DCM (15 mL), DIPEA (0.77 mL, 4.47 mmol) and iPrMgCl (2.13 mL, 4.26 mmol, 2.0 M solution in THF) was added at 10 C. The reaction mixture was stirred for 1.5 h and a solution of compound J (0.5 g, 1.06 mmol) in DCM was added to it. The reaction mixture was refluxed for 2 h and quenched with saturated NH4Cl solution. The product was extracted with DCM (30 mL). The organic layer was dried, filtered and concentrated to give crude c. Purification of the crude product provided 210 mg (36%) of compound K.1H NMR (400 MHz, CDCl3): delta 0.27 (s, 9H), 3.38 (s, 3H), 3.78 (s, 3H), 6.28 (s, 1H), 6.64 (s, 1H), 7.11 (d, J=7.6 Hz, 1H), 7.22 (s, 1H), 7.24 (s, 1H), 7.29 (s, 1H), 7.30-7.36 (m, 3H), 7.37 (s, 1H), 7.53 (d, J=7.6 Hz, 1H), 7.67 (d, J=2.0 Hz, 1H), 8.57 (d, J=5.0 Hz, 1H); LCMS m/z: 553 (M+1).

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 1003-21-0.

Reference:
Patent; Link Medicine Corporation; US2010/130540; (2010); 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. 33468-69-8, name is 4-(Trifluoromethyl)-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C4H3F3N2

Example 153 1,3,3-Trimethy1.6 [4..(trifluoromethyl)imidazol.. 1y1]indo1in2..one A suspension of 6-bromo-i,3,3-trimethylindolin-2-one (example la, 25.0 mg, 0.098 mmol), 4- (trifluoromethyl)-1H-imidazole (20.094 mg, 0.148 mmol) and potassium carbonate (40.8 mg,0.295mmo1) in acetonitrile (2.Oml) in a microwave tube was sparged with argon for 5 minutes. Then Cul (3.749 mg, 0.02 mmol) and N,N?-dimethylethane-i,2-diamine (0.0040 ml, 0.034 mmol) were added and degas sing was repeated. The tube was sealed and the reaction mixture was heated to 90C under microwave irradiation. The reaction mixture was concentrated in vacuo. The residue was diluted with ethyl acetate and washed with 1 M aqueous HC1 solution. Theorganic layer was dried with sodium sulfate, filtered and the obtained solution concentrated in vacuo. The crude material was purified by silica gel chromatography using hexane/ ethyl acetate as eluent. The title compound was obtained as off-white solid (10 mg).MS ESI (m/z): 310.2 [(M+H)i

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 33468-69-8.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BRUNNER, Daniela; HILPERT, Hans; KOLCZEWSKI, Sabine; LIMBERG, Anja; MALBERG, Jessica; PRINSSEN, Eric; RIEMER, Claus; SHANKAR, Bavani G.; STOLL, Theodor; WO2014/202493; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem