Day: September 28, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

To a solution of 4-bromopyridin-2-ol (1 g, 5.75 mmol) in DMF (10 mL), stirring at rt, was added, potassium fert-butoxide (0.677 g, 6.03 mmol) . The mixture was stirred for 30 min then 4- bromotetrahydro-2H-pyran ( 1.423 g, 8.62 mmol) was added, and the resulting mixture was stirred at 70 C for 2 h. The mixture was cooled to rt, diluted with EtOAc (50 mL) and quenched with water (20 mL). The organic layer was washed with water (2×20 mL), brine (20 mL), dried over anhydrous MgS04 and filtered. The filtrate was concentrated in vacuo to afford the title compound (0.13 g, 9%); LC/MS (Table 1, Method f) Rt = 0.74 min; MS m/z: 258, 260 (M+H)+., 25637-16-5

25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; ABBVIE INC.; BREINLINGER, Eric, C.; COX, Phil, B.; DAANEN, Jerome; DIETRICH, Justin; DJURIC, Stevan; DOMBROWSKI, Amanda, W.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; GOMTSYAN, Arthur; LI, Huan-Qui; LONGENECKER, Kenton; OSUMA, Augustine; ROWLEY, Ann, Marie; SCHMIDT, Robert; VASUDEVAN, Anil; WILSON, Noel; (378 pag.)WO2016/168641; (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.19752-84-2,Tetrahydro-2H-pyran-3-ol,as a common compound, the synthetic route is as follows.

To a stirring solution of carbonyl carbonyldiimidazole (0.15 g, 0.93) in THF (4 mL) under an atmosphere of nitrogen was added 2-tetrahydropyran-4-ol (0.09 g, 0.93 mmol) at 5C. The resulting mix was stirred at room temperature for one hour and then added to a stirring mix of [4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methanamine hydrochloride (0.26 g, 0.93 mmol) and DBU in tetrahydrofuran (2 mL). The reaction mixture was allowed to react for 18 hours at room temperature then poured onto water and extracted with ethyl acetate. The combined organic layers were, dried over sodium sulfate, and filtered. The solvent was removed under reduced pressure and the resultant crude residue was purified by reverse phase high pressure liquid chromatography to afford 0.13 g of the titled compound as a yellow oil. LC/MS (Method A) retention time = 1.01 minutes, minutes, 372 (M+H). 1NMR (400 MHz, CDCIs) delta ppm: 8.1 1 (d, 2H), 7.45 (d, 2H), 5.10 (sbr, 2H), 4.89 (m, 2H), 4.47 (d,2H), 3.92 (m, 2H), 3.34 (m, 2H), 1.97 (m, 2H), 1 .69 (m, 2H). 19F NMR (400 MHz, CDCI3) delta ppm: -65.34 (s)., 19752-84-2

As the paragraph descriping shows that 19752-84-2 is playing an increasingly important role.

Reference£º
Patent; SYNGENTA PARTICIPATIONS AG; HOFFMAN, Thomas, James; STIERLI, Daniel; BEAUDEGNIES, Renaud; POULIOT, Martin; (88 pag.)WO2017/103223; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

19752-84-2, Tetrahydro-2H-pyran-3-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 3-hydroxytetrahydropyrane (1 .8 mL, 19.58 mmol) in toluene (30 mL), under nitrogen, was added triphenylphosphine (7.7 g, 29.37 mmol) and di-tertbutylazodicarboxylate (5.4 g, 23.50 mmol). The reaction mixture was stirred at RT for 60 h. The reaction mixture was concentrated then suspended in MeOH (55 mL), followed by addition of a hydrogen chloride solution (4 M in dioxane, 39.17 mL, 156.7 mmol). The reaction mixture was stirred at RT for 16 h, filtered, and the filtrate was concentrated under reduced pressure. EtOAc was then added to the resulting residue followed by filtration. The solid collected was washed with EtOAc to afford titled compound (2.99 g, 19.58 mmol, assumed quantitative yield) as a yellow solid.1H NMR (400 MHz, DMSO-d6, ): 3.91-3.82 (m, 1H), 3.76-3.58 (m, 1H), 3.45-3.29 (m,2H), 3.04-2.94 (m, 1 H), 2.00-1.90 (m, 1 H), 1.77-1.65 (m, 1 H), 1.62-1.37 (m, 2H)., 19752-84-2

The synthetic route of 19752-84-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; REDX PHARMA PLC; GUISOT, Nicolas; (266 pag.)WO2017/103611; (2017); 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.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

Compound 8-3 was dissolved in dichloromethane,Add (3 eq) EDCI, (0.3 eq) DMAP,After stirring at room temperature for half an hour, compound 1-5 (0.8 eq) was added.It is then reacted at room temperature for 6-8 hours.After the reaction is completed, the reaction is quenched with water.Extract three times with dichloromethane, and combine the organic phases with saturated brine.After drying anhydrous sodium sulfate, mix the sample on the column.CH2Cl2: MeOH = 100:1 to 25:1 gave compound S8., 1228779-96-1

1228779-96-1 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide 57474953, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhang Ao; Tan Wenfu; Liu Xiaohua; Huang Wenjing; Zhang Yu; Yang Jun; (37 pag.)CN110143974; (2019); A;,
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.388109-26-0,Ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate (4.40 g, 25.50 mmol) and DIEA (13.21 ml, 76.66 mmol) in 120 ml of DCM at 0 C was added triflic anhydride (4.62 ml, 28.11 mmol) and the mixture was allowed to stir overnight at room temperature. DCM was removed under vacuum and the residue dissolved in EtOAc and washed with 1 N HCI and then brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified on a silica gel column eluting with 20% EtOAc/heptane to yield ethyl 5-(((trifluoromethyl)sulfonyl)oxy)-3,6-dihydro-2H- pyran-4-carboxylate as a light brown oil. Mass spectrum (ESI, m/z): Calculated for C9H11F3O6S, 305.2 (M+H), Measured 305.0.

388109-26-0, 388109-26-0 Ethyl 3-oxotetrahydro-2H-pyran-4-carboxylate 21362493, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; LANTER, James C.; WALL, Mark; SUI, Zhihua; (0 pag.)WO2019/171278; (2019); 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.137052-08-5,1-(Tetrahydro-2H-pyran-4-yl)ethanone,as a common compound, the synthetic route is as follows.

General procedure: Mn(CO)5Br (16.2 mg; 6 mol%) and ligand L4a (6.6 mg; 2 mol%) were added under a flow of argon to a flame dried 25 mL Schlenk flask containing a PTFE coated stirring bar. After three vacuum/argon cycles 2 mL of isopropyl alcohol were added to the Schlenk flask. The yellowish suspension was stirred for 10 min at room temperature and another 2 mL of isopropyl alcohol, containing potassium tert-butoxide (22.4 mg; 20 mol%), were added via syringe to the continuously stirred solution. After 10 min the Substrate (1 mmol) was added to clear yellow reaction solution and the glas wall of the Schlenk flask was rinsed with 2 mL of isopropyl alcohol. The Schlenk flask was placed in a heating block, heated to 80 C and kept at this temperature for 20 hours. After this time the Schlenk flask was removed from heating block and was allowed to cool to room temperature. The reaction solution was filtered through a small pipette plug of silica and the silica was washed with additional isopropyl alcohol. The conversion and yield of the reaction were determined by GC using hexadecane as internal standard. The ee value of the reaction was measured either by GC or HPLC.

137052-08-5, As the paragraph descriping shows that 137052-08-5 is playing an increasingly important role.

Reference£º
Article; Schneekoenig, Jacob; Junge, Kathrin; Beller, Matthias; Synlett; vol. 30; 4; (2019); p. 503 – 507;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

53911-68-5, 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53911-68-5, A solution of triethyl amine (1.5 ml) in 1,4-dioxane (5 ml) was added to a mixture of commercial 4- phenoxyaniline (1.85 g) and 3-(4-chlorophenyl)glutaric anhydride. The resulting solution was stirred at rt for 0.5 h and at 400C for 2 h. Under cooling with ice cone. HCI (2 ml) and water (10 ml) was added. A gummy precipitate is formed from which the aqueous layer is removed by decantation. Crystallisation was induced by heating with methanol (5 ml). After cooling in the refrigerator the precipitate was isolated by filtration, washed with methanol and diethyl ether, and dried in vacuo to give colourless, powdery crystals (3 g) of /V-(4-phenoxyphenyl)-3-(4-chlorophenyl)- glutaramic acid.

53911-68-5 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione 104639, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; UNIVERSITAET DES SAARLANDES; ENGEL, Matthias; FROeHNER, Wolfgang; STROBA, Adriane; BIONDI, Ricardo M.; WO2010/43711; (2010); 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.4295-99-2,4-Cyanotetrahydro-4H-pyran,as a common compound, the synthetic route is as follows.,4295-99-2

c) Methyl tetrahydro-2H-pyran-4-carboximidoate can be prepared as in Example 13, but from 3 g of tetrahydropyran-4-carbonitrile, 1.2 cm3 of methanol and 6 cm3 of ether. 4.4 g of methyl tetrahydro-2H-pyran-4-carboximidoate hydrochloride is obtained in the form of a white solid.

As the paragraph descriping shows that 4295-99-2 is playing an increasingly important role.

Reference£º
Patent; sanofi-aventis; US2009/253679; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

14774-37-9, Tetrahydropyran-4-methanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 6: Methanesulfonicacid (tetrahydropyran-4-yl)methyl ester; OMSTo a mixture of Preparation 5 (216.5g, 1.87mol) and triethylamine (299mL) in DCM (1.3L) at <10C was added under argon a solution of methanesulfonyl chloride (236g, 160mL) in DCM (200mL) over 2h 50min, maintaining the temperature at 5-10C throughout. Subsequent washing with water (1L), 1M HC1 (500mL), 5% NaHC03 (300mL), water (300mL), drying (MgSC^) and then removal of the solvent afforded the title compound (328g, 90% yield). NMR was consistent with the above structure. 14774-37-9, As the paragraph descriping shows that 14774-37-9 is playing an increasingly important role.

Reference£º
Patent; PROSIDION LIMITED; WO2006/16178; (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.62071-40-3,4-(Tetrahydropyran-4-yl)phenylamine,as a common compound, the synthetic route is as follows.

The mixture of 4,6-dichloronicotinonitrile (440 mg, 2.5 mmol), 4-(tetrahydro-2H-pyran-4-yl)aniline (530 mg, 3.0 mmol), DIEA (0.65 mL, 3.75 mmol) in 20 mL DMF was stirred at 90 C. for overnight to afford a mixture of compounds 139.3 (UV=316 nm) and 139.4 (UV=278 nm). The mixture was concentrated in vacuo and subjected to flash column (0-20% EtOAc in DCM) to isolate the 139.3/139.4 product (870 mg). This product mixture (500 mg, 1.6 mmol) was dissolved in 100 mL MeOH with 9 mL DMSO, and was stirred at RT. To it was added K2CO3 powder (440 mg, 3.2 mmol) and then H2O2 (50 wt %, 3 mL). The mixture was stirred at RT for 2 h. It was diluted with 200 mL EtOAc, filtered through celite and concentrated in vacuo. It was subjected to reverse phase prep HPLC to isolate product 139.5 (UV=278 nm) and product 139.6 (UV=287 nm). Compound 139.5 (50 mg, 0.15 mmol) was dissolved in 2 mL in a sealed tube. To it were added 4-aminotetrahydropyran (76 mg, 0.75 mmol) and DIEA (80 muL, 0.45 mmol). The mixture was stirred at 120 C. for 2 days. It was cooled to RT, treated with 0.2 ml, TFA, and subjected to reverse phase prep HPLC to isolate the title compound (48 mg). MS found for C22H28N4O3 as (M+H)+ 397.3. UV: lambda=258 nm. 1H NMR: (CD3OD) delta 8.11 (1H, s), 7.38 (2H, dt, J=8.0; 1.6 Hz), 7.26 (2H, dt, J=8.0; 2.0 Hz), 6.03 (1H, s), 4.05 (2H, m), 3.93 (2H, m), 3.66 (1H, m), 3.61-3.51 (4H, m), 2.86 (1H, m), 1.98 (2H, m), 1.80 (4H, m), 1.61 (2H, m) ppm., 62071-40-3

As the paragraph descriping shows that 62071-40-3 is playing an increasingly important role.

Reference£º
Patent; Portola Pharmaceuticals, Inc.; US2012/108566; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics