Tag: 103260-44-2

103260-44-2, Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 15 mL of tetrahydrofuran (THF) at 0 0C was added LiAlH4 (0.28 g, 7.3 mmol). This mixture was stirred for 10 min then the ethyl tetrahydropyran-4-yl-acetate (Combi- Blocks Inc., 0.50 g, 2.9 mmol) was added. The reaction was stirred for 5 min at 0 0C then was allowed to warm to ambient temperature and was stirred for 90 min. The reaction was quenched with excess NaHSO4-IOH2O and was stirred for 60 min. The mixture was filtered through Celite. The filtrate was concentrated to give the title compound which was carried on without further purification. MS (DCI/NH3) m/z 131 (M+H)+. EPO , 103260-44-2

103260-44-2 Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate 2773412, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; ABBOTT LABORATORIES; WO2006/69196; (2006); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.103260-44-2,Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate,as a common compound, the synthetic route is as follows.

[00106] To a mixture of ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate (20 g, 116 mmol) in anhydrous THF (300 mL) was added lithium aluminum hydride (8.8 g, 232 mmol) portionwise at 0 C. The mixture was stirred at 11-13 C for 18 h. TLC (petroleum ether: ethyl acetate = 3: 1) showed no starting material remaining. The mixture was quenched with water (9 mL), 10% aq. NaOH solution (9 mL) and water (18 mL) successively at 0 C, filtered and concentrated under reduced pressure to give crude 2-(tetrahydro-2H-pyran-4- yl)ethanol (11.7 g, 77%) as an oil, which was used for the next step directly without further purification. 1H NMR (CDC13, 400 MHz): delta 3.86-3.90 (m, 2H), 3.58-3.61 (t, J = 6.4 Hz, 2H), 3.32-3.35 (t, J = 11.6 Hz, 2H), 2.69-2.70 (m, 1H), 1.61-1.63 (m, 3H), 1.54-1.60 (m, 2H), 1.43-1.45 (m, 2H).

The synthetic route of 103260-44-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VITAE PHARMACEUTICALS, INC.; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen, D.; MARCUS, Andrew; SINGH, Suresh, B.; TICE, Colin, M.; YUAN, Jing; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; (102 pag.)WO2016/61160; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.103260-44-2,Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate,as a common compound, the synthetic route is as follows.

2-(4-Oxanyl)ethanol To a stirring suspension of lithium aluminum hydride (5.10 g, 138 mmol) in THF (200 mL) at 0 C. was added drop-wise a solution of ethyl 2-(4-oxanyl)acetate (22.0 g, 138 mmol) in THF (50 mL). The reaction mixture was then heated at reflux overnight. After cooling the mixture in an ice bath, ether (300 mL) was added, followed by drop-wise addition of 5N NaOH, until the formation of heavy white precipitate is complete. The suspension was filtered and the filtrate dried (K2CO3), filtered and concentrated by rotary evaporation to give a colorless liquid (17.7 g, 100%).

The synthetic route of 103260-44-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Targacept, Inc.; US2004/220214; (2004); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.103260-44-2,Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate,as a common compound, the synthetic route is as follows.

General procedure: 5.1.5 2-[4-({[4-(1,4-Dioxaspiro[4.5]dec-8-yl)-1-methyl-1H-pyrazol-3-yl]oxy}methyl)phenyl]quinoline (6a) To a stirred mixture of lithium bis(trimethylsilyl)amide (1 M solution in THF, 30.1 mL, 30.1 mmol) in THF (45 mL) cooled with dry ice-acetone bath were dropwisely added a solution of ethyl 1,4-dioxaspiro[4.5]dec-8-ylacetate (5a, 6.55 g, 28.7 mmol) with keeping the temperature below -65 C, and the mixture was stirred at the same temperature for 50 min. To the resultant mixture was dropwisely added methyl formate (3.45 g, 57.4 mmol) with keeping the temperature below -65 C, and the mixture was stirred at the same temperature for 10 min. The resultant mixture was allowed to warm up to room temperature and stirred for 3 h. The reaction was cooled with ice-water bath and quenched with ca. 40 mL of 1 M HCl aqueous solution. The mixture was diluted with brine and extracted with CHCl3, The organic layer was dried over MgSO4, filtered and concentrated in vacuo to give an orange oil. To this orange oil in EtOH (59 mL) was added methylhydrazine (2.64 g, 57.4 mmol), and the mixture was stirred at 100 C for 3 h before cooling at room temperature. The mixture was concentrated in vacuo, and the residue was purified by silica gel column chromatography (0-15% MeOH in CHCl3) to give a white solid (2.91 g). To this white solid (1.48 g) and 2-[4-(chloromethyl)phenyl]quinoline hydrochloride (1.8 g, 6.20 mmol) in DMF (18 mL) was added K2CO3 (2.14 g, 15.5 mmol), and the mixture was stirred at 60 C for 1 h before cooling at room temperature. The mixture was diluted with water and brine, and the mixture was extracted with CHCl3/MeOH (5:1) for 3 times. The combined organic layer was dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (0-3% MeOH in CHCl3) to give 6a (1.10 g, 17%) as a pale yellow oil. 5.1.6 2-[4-({[1-Methyl-4-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-3-yl]oxy}methyl)phenyl]quinoline hydrochloride (6b) Free form of title compound was prepared from 5b in a manner similar to that described for compound 6a, with a yield of 25% as a colorless oil. To this colorless oil (139 mg, 0.35 mmol) in EtOAc (9.7 mL) was added 4 M HCl/EtOAc (0.174 mL), and the mixture was stirred at room temperature for 1 h. The precipitate was collected by filtration to give 6b (76 mg, 50%) as a beige solid.

The synthetic route of 103260-44-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hamaguchi, Wataru; Masuda, Naoyuki; Miyamoto, Satoshi; Shiina, Yasuhiro; Kikuchi, Shigetoshi; Mihara, Takuma; Moriguchi, Hiroyuki; Fushiki, Hiroshi; Murakami, Yoshihiro; Amano, Yasushi; Honbou, Kazuya; Hattori, Kouji; Bioorganic and Medicinal Chemistry; vol. 23; 2; (2015); p. 297 – 313;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics