Category: 1615-14-1

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. 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, A new synthetic method of this compound is introduced below., Computed Properties of C5H8N2O

Add sodium hydride (0.79 g; 1.1 equiv; 19.75 mmoles) slowly to a 0 C. solution of 1H-imidazole-1-ethanol (2.01 g; 1.0 equiv; 17.93 mmoles) in tetrahydrofuran (90 mL). Stir for 1 hour, then add acetic acid, bromo-, 1,1-dimethylethyl ester (4.03 mL; 1.49 equiv; 26.76 mmoles) dropwise at 0 C. Warm the solution to ambient temperature and stir for 3 hours, then add 250 mL saturated aqueous sodium bicarbonate solution. Extract the mixture with dichloromethane (3*150 mL). Wash the combined organic extracts with brine (100 mL), dry over sodium sulfate, filter, and concentrate to afford the crude product. Purify this residue by column chromatography (0 to 20% methanol in dichloromethane) to afford tert-butyl 2-(2-imidazol-1-ylethoxy)acetate (0.85 g; 21%) as a viscous yellow-brown oil: MS (m/z): 227(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; Eli Lilly and Company; Beauchamp, Thomas James; Dao, Yen; Jones, Spencer Brian; Norman, Bryan Hurst; Pfeifer, Lance Allen; US2014/200231; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, 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 1615-14-1, HPLC of Formula: C5H8N2O

Example 10: 2-Imidazol-l-ylethyl 4-[(4-methoxyphenyl)amino]-6-(methylcarbamoyl)- quinoIine-3-carboxyIate. To a suspension of 4-[(4-methoxyphenyl)amino]-6-(methylcarbamoyl)-quinoline-3- carboxylic acid (1.0 g, 2.8 mmol) in dry tetrahydrofuran (15 mL) at 0 0C under nitrogen atmosphere was added l-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (2.0 g, 11.2 mmol), hydroxybenzotriazole (HOBt, 0.64 g, 4.84 mmol), triethylamine (3.2 mL, 2.3 mmol) and 2-hydroxyethylimidazole (0.65 g, 3.4 mmol). The reaction mixture was slowly brought to room temperature and stirred for 12 hours. The reaction mixture was concentrated in vacuo and after aqueous work up, extracted with dichloromethane, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified on column (flash chromatography on alumina gel, chloroform/methanol 99.8 : 0.2) to give 0.25 g (23 % yield) of 2-imidazol-l-ylethyl 4-[(4-methoxyphenyl)amino]-6-(methylcarbamoyl)quinoline-3-carboxylate as a pale yellow solid. LC-MS (m/z) 446.2 (M+l). 1H NMR delta (CDCl3) 10.65 (s, IH), 9.16 (s, IH), 8.05 (dd, IH, J1 = 8.7 Hz, J2 = 1.8 Hz), 7.97 (d, IH, J= 8.7 Hz), 7.84 (s, IH), 7.76 (s, IH), 7.22-7.10 (m, 3H), 7.08 (s, IH), 6.97 (d, 2H, J= 9.0 Hz), 5.67 (broad s, IH), 4.75 – 4.60 (m, 2H), 4.50-4.35 (m, 2H), 3.87 (s, 3H), 2.88 (s, 3H).

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, 2-(1H-Imidazol-1-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CLANOTECH AB; MALM, Johan; RINGOM, Rune; CALDIROLA, Patrizia; WESTMAN, Jacob; WO2010/133669; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1615-14-1, A common heterocyclic compound, 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, molecular formula is C5H8N2O, 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.

Into a round bottom flask was added 057 (2.331 g, 0.003345 mol), triphenylphosphine (1.14 g, 0.00435 mol) and tetrahydrofuran (13.6 mL, 0.167 mol). The mixture was cooled to O0C under a nitrogen atmosphere. Imidazole ethanol fragment (0.450 g, 0.00401 mol) was added, followed by addition on diethyl azodicarboxylate (0.685 mL, 0.00435 mol). The reaction was allowed to warm slowly to room temperature while stirring. A TLC test revealed an intense product spot together with some unreacted starting material. The reaction was cooled to O0C and an additional 0.2eq of the amine, triphenylphosphine, and DEAD were added. The ice bath was removed and reaction was allowed to warm to room temperature. After 30min, TLC showed the reaction was complete and all starting material was consumed. All solvent was removed under high vacuum. The residue was dissolved in MTBE, the mixture was cooled in an ice bath and some of the triphenyl phosphate was filtered off. The residue was purified on 4Og column, using 0-5%MeOH/DCM. Product fractions containing compound 066 were combined and concentrated down to a residue. Yield: 3.65g(100%).

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; EISAI R & D MANAGEMENT CO., LTD.; WO2009/15368; (2009); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 1615-14-1,Some common heterocyclic compound, 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, molecular formula is C5H8N2O, 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.

Diethyl azodicarboxylate (435 mg, 2.5 mmol) was added dropwise to a suspension of 7-hydroxy-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin4-one (612 mg, 2 mmol), 2-(imidazol-1-yl)ethanol (280 mg, 2.5 mmol), (J. Med. Chem. 1993, 25 4052-4060), and triphenylphosphine (655 mg, 2.5 mmol) in methylene chloride (10 ml) at 5 C. The mixture was stirred for 10 minutes at 5 C. and then 1 hour at ambient temperature. The mixture was poured directly on to a silica column and eluted with methylene chloride/methanol (95/5) to give 7-(2-(imidazol-1-yl)ethoxy)-6-methoxy-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one (640 mg, 80%). 1H NMR Spectrum: (CDCl3) 1.19(s, 9H); 3.98(s, 3H); 4.34(m, 2H); 4.45(m, 2H); 5.94(s, 1H); 7.02(s, 1H); 7.07(s, 1H); 7.11(s, 1H); 7.64(s, 1H); 7.67(s, 1H); 8.17(s, 1H). MS-ESI: 423 [MNa]+

The synthetic route of 1615-14-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; US6265411; (2001); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 1615-14-1, 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. 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A 50-mL three-necked, round-bottomed flask, equipped with thermometer, nitrogen inlet, addition funnel, magnetic stirrer and reflux condenser was flame dried and flushed with nitrogen. The flask was charged with 25 mL of anhydrous dichloromethane. Freshly distilled 1-ethanol imidazole (1 , 0.01 mol) was added into the flask. The flask was chilled with ice-water bath and chloromethyl methyl sulfide (0.011 mol) in 15 ml_ of anhydrous dichloromethane was added cautiously into the flask with continous stirring over 30 minutes. The solution was heated under reflux for 14 hours and then allowed to cool to room temperature. The dichloromethane solvent was distilled under reduced pressure to give 76% of 3-methyl thiomethyl-3- 1-ethanol imidazolium chloride 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, 2-(1H-Imidazol-1-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MIMOS BERHAD; AHMAD, Mohd Rais; WO2010/33014; (2010); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1615-14-1,Some common heterocyclic compound, 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, molecular formula is C5H8N2O, 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.

Example 77 4-(6-Chloro-2,3-dihydro-indol-1-yl)-7-(2-imidazol-1-yl-ethoxy)-6-methoxy-quinazoline bis(methanesulfonate) salt This product was produced in 50% yield from 4-(6-chloro-2,3-dihydro-indol-1-yl)-6-methoxy-quinazolin-7-ol and N-(2-hydroxyethyl)imidazole (1.1 eq.) in a manner analogous to that described for Example 76. (M.P. 162-168 C. (dec); LC-MS: 422 (MH+); anal. RP18-HPLC RT: 3.94 min.).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(1H-Imidazol-1-yl)ethanol, its application will become more common.

Reference:
Patent; Pfizer Inc.; US5736534; (1998); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1615-14-1, These common heterocyclic compound, 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, 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.

Synthesis of 10-(2-(1H-Imidazol-1-yl)ethyl) 2-benzyl (25,4a5,6a5,6bR,8a5, 105, 12a5, l2bR, l4bR)-2,4a,6a,6b,9,9, 12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9, 10, 11, 12, 12a, 1 2b, 13,1 4b-icosahydropicene-2, 1 0-dicarboxylate (7-1). Into a 25 -mL round-bottom flask, wasplaced 1-7 (137 mg, 0.23 mmol, 1.00 equiv.), DCM (10 mL), 2-(1H-imidazol-1-yl)ethan-1-ol (51 mg, 0.45 mmol, 2.00 equiv.), DMAP (3 mg, 0.02 mmol, 0.10 equiv.), TEA (0.047 mL, 1.50 equiv.). The resulting solution was stirred overnight at room temperature. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with DCMIMeOH(20:1). This resulted in 140mg (91%) of 7-1 as a white solid.

The synthetic route of 1615-14-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARDELYX, INC.; LUEHR, Gary; DRAGOLI, Dean; LEADBETTER, Michael; CHEN, Tao; LEWIS, Jason; (181 pag.)WO2019/60051; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, molecular formula is C5H8N2O, 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. Product Details of 1615-14-1

In a reaction vessel, 1.12 g of N-hydroxyethyl imidazole and 50 mL of tetrahydrofuran are added, and 20 drops are added under stirring.1.55g per minuteIsocyanoethyl methacrylate,The reaction was carried out at 45 C. for 12 hours to complete the reaction of the isocyanate groups. Then, the reaction temperature was adjusted to 65 C., 2.49 g of bromdecane was added, and the reaction was carried out for 72 hours to produce a product, which was then purified to obtain an A2B12F monomer.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1615-14-1, its application will become more common.

Reference:
Patent; South China University of Technology; He Jingwei; Liu Fang; Zhu Wenbin; (9 pag.)CN107162981; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 1615-14-1, A common heterocyclic compound, 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, molecular formula is C5H8N2O, 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.

Example 3: The synthesis of compound BS-TE-418 Sodium hydride (15 mg, 0.34 mmol) is added to a solution of 5-chloromethyltetrandrine (120 mg, 0.17 mmol) and 1-(2-hydroxyethyl)imidazole (20 mg, 0.25 mmol) in acetonitrile (3 mL). The reaction solution is heated up to 75 C and stirred for 2 hours. Afterwards, the reaction solution is filtered, and the filtrate is concentrated to obtain a crude product, which is then separated and purified with preparative chromatography to give compound BS-TE-418 (20 mg, 18%) as a white solid powder. LC-MS: 1.07min (95.52%), m/z 747 [M+H]+, 374 [1/2 M+H]+. 1H NMR (300 MHz, CD3OD) delta 7.60 (s, 1H), 7.45 (dd, J = 8.4 Hz, 1.8 Hz, 1H), 7.10 (s, 1H), 7.07 (dd, J = 8.4 Hz, 2.7 Hz, 1H), 6.94-6.91 (m, 2H), 6.86 (dd, J = 8.1 Hz, 1.8 Hz, 1H), 6.77 (d, J = 8.4 Hz, 2.4 Hz, 1H), 6.67 (s, 1H), 6.53 (d, 1H), 6.41 (dd, J = 8.1 Hz, 2.1 Hz, 1H), 4.02 (m, 1H), 3.88 (s, 3H), 3.61 (s, 3H), 3.34 (s, 3H), 3.21 (s, 3H), 2.65 (s, 3H), 2.22 (s, 3H).

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; Hangzhou Bensheng Pharmaceutical Co., Ltd.; XU, Rongzhen; RONG, Frank; XIE, Fuwen; LAI, Hongxi; EP2767538; (2014); 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. 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-(1H-Imidazol-1-yl)ethanol

Compound A 1.12 g and compound B 0.95 g were added to a round bottom flask.Placed in a constant temperature oil bath at 65 C for 1 h20 mL of dichloromethane was added as a solvent to the round bottom flask.Then, the reaction was continued for 18 hours; after the reaction was completed, the solvent was evaporated under reduced pressure at 40 C.A white solid was obtained, washed several times with tetrahydrofuran, and dried in a vacuum oven.Obtaining intermediate I (quaternary ammonium alcohol) in a bottle for use, the yield of the intermediate is 91%,

According to the analysis of related databases, 1615-14-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shenzhen University; Chen Shiguo; Gu Jingwei; (36 pag.)CN109879823; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem