Downstream synthetic route of 4295-99-2

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

4295-99-2,4295-99-2, 4-Cyanotetrahydro-4H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Lithium bis(trimethylsilyl)amide (1M in THF, 27 mL, 27 mmol) was added dropwise to a solution ofoxane-4-carbonitrile (2.0 g, 18 mmol) in THF (10 mL) at 0 C. The reaction mixture was warmed to rt,stirred for 10 min and cooled back to 0 C. Allyl bromide (3.30 g, 27 mmol) was added dropwise, thesolution warmed to room temperature and stirred overnight. The reaction mixture wasconcentrated in vacuo and saturated aqueous NH4Cl (20 mL) was added. The phases were separatedand the aqueous phase was extracted with EtOAc (3 ¡Á 50 mL). The combined organic extracts weredried and concentrated in vacuo to give the amine (2.37 g, [87%]) as a colourless oil that was usedstraight in the next step.

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

Reference£º
Article; Craven, Philip; Aimon, Anthony; Dow, Mark; Fleury-Bregeot, Nicolas; Guilleux, Rachel; Morgentin, Remy; Roche, Didier; Kalliokoski, Tuomo; Foster, Richard; Marsden, Stephen P.; Nelson, Adam; Bioorganic and Medicinal Chemistry; vol. 23; 11; (2015); p. 2629 – 2635;,
Tetrahydropyran – Wikipedia
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New learning discoveries about 4295-99-2

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

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.

Example 43 (Synthesis of 4-aminomethyltetrahydropyran) In an autoclave made of stainless equipped with a stirring device, a thermometer and a pressure gauge and having an inner volume of 200 ml were charged 10.0 g (90.0 mmol) of 4-cyanotetrahydropyran, 50.0 g of 22% by weight ammonia-methanol solution and 2.0 g (17.0 mmol in terms of a nickel atom) of developed Raney nickel (available from Nikki Chemical Co., Ltd.; sponge nickel N154D), and the mixture was reacted under hydrogen atmosphere (0.51 to 0.61MPa) at 45 to 55C for 17 hours under stirring. After completion of the reaction, insoluble materials were filtered, and the filtrated material was washed with 30 ml of methanol. The filtrate and the washed solution were combined and concentrated under reduced pressure, and then, the concentrate was distilled under reduced pressure (73 to 74C, 2.67 kPa) to tive 7.94 g (Isolation yield; 76.6%) of 4-aminomethyltetrahydropyran as colorless liquid. Physical properties of the 4-aminomethyltetrahydropyran are as follows. 1H-NMR (DMSO-d6, delta (ppm)); 1.02 to 1.16 (2H, m), 1.10 to 1.50 (2H, brs), 1.34 to 1.45 (1H, m), 1.56 to 1.61 (2H, m), 2.39 (2H, d, J=6.3Hz), 3.20 to 3.29 (2H, m), 3.81 to 3.86 (2H, m) CI-MS (m/e); 116 (M+1), 99 Example 45 (Synthesis of 4-aminomethyltetrahydropyran) In an autoclave made of stainless equipped with a stirring device, a thermometer and a pressure gauge and having an inner volume of 200 ml were charged 10.0 g (90.0 mmol) of 4-cyanotetrahydropyran, 100 ml of 22% by weight ammonia methanol solution and 2.0 g (17.0 mmol in terms of a nickel atom) of developed Raney nickel (available from Nikki Chemical Co., Ltd.; sponge nickel N154D), and the mixture was reacted under hydrogen atmosphere (0.51 to 0.61MPa) at 50 to 60C for 5 hours under stirring. After completion of the reaction, insoluble materials were filtered, the filtered material was washed with 30 ml of methanol, and the filtrate and the washed solution were combined. When this solution was analyzed by gas chromatography (Internal standard method), 8.84 g (Reaction yield: 85.3%) of 4-aminomethyltetrahydropyran was found to be formed. Incidentally, bis(4-tetrahydropyranylmethyl)amine which is a by-product was not formed., 4295-99-2

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

Reference£º
Patent; Ube Industries, Ltd.; EP1671937; (2006); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 4295-99-2

The synthetic route of 4295-99-2 has been constantly updated, and we look forward to future research findings.

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

To a solution of tetrahydro-2H-pyran-4-carbonitrile (2 g, 18.00 mmol) in tetrahydrofuran (10 mL) at 0 – 5 C was added slowly LHMDS (21.59 mL, 21.59 mmol). The mixture was stirred for 1.5 hrs at 0 C. Iodomethane (3.37 mL, 54.0 mmol) was added slowly and stirring was continued for 30 min at ~0 C and then for ~2 hrs at room temperature. The mixture was cooled to 0 C and carefully diluted with IN aqueous hydrochloride solution (30 mL) and EtOAc (5 mL) and concentrated under reduced pressure. The residue was taken up in diethylether and the separated organic layer was washed with brine, dried over sodium sulfate, filtered off and concentrated under reduced pressure providing crude 4-methyltetrahydro-2H-pyran-4-carbonitrile (1.8 g) as an orange oil, which was directly used in the next reaction without further purification. LCMS (m/z): 126.1 [M+H]+; Rt = 0.44 min.

The synthetic route of 4295-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; BARSANTI, Paul A.; HU, Cheng; PFISTER, Keith B.; SENDZIK, Martin; SUTTON, James; WO2011/26904; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 4295-99-2

4295-99-2 4-Cyanotetrahydro-4H-pyran 11815837, aTetrahydropyrans compound, is more and more widely used in various fields.

4295-99-2, 4-Cyanotetrahydro-4H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4295-99-2

Example 7 Synthesis of 4-(4-chloro-6-methoxy-2-(tetrahydro-2H-pyran-4-yl)-9H-pyrimido[4,5-b]indol-7-yl)-3,5-dimethylisoxazole (CD197) Step 1: S6 (300 mg), tetrahydropyranyl-4-carbonitrile (330 mg), and dioxane (10 mL) were placed in a round-bottom flask. HCl gas was bubbled into the solution for 40 min and the solution was heated at 80 C. for 5 h. The solvent was concentrated in vacuum and the residue was dissolved in ethanol (30 mL). NaOH (10%, 30 mL) was added to the ethanol solution and the mixture was heated at reflux for 12 h. The solution was cooled to room temperature and concentrated in vacuum. Ethyl acetate (20 mL) was added followed by addition of aqueous HCl solution to set pH=4-5. The precipitate was collected by filtration and the residue was washed with diethyl ether to furnish CD188 in 0.12 g (33% yield). ESI-MS calculated for C21H23N4O4 [M+H]+=395.17, Obtained: 395.58.

4295-99-2 4-Cyanotetrahydro-4H-pyran 11815837, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; Wang, Shaomeng; Zhao, Yujun; Zhou, Bing; Aguilar, Angelo; Liu, Liu; Bai, Longchuan; McEachern, Donna; Sun, Duxin; Wen, Bo; Luo, Ruijuan; Zhao, Ting; Chinnaiyan, Arul; Asangani, Irfan A.; Stuckey, Jeanne; Meagher, Jennifer Lynn; Ran, Xu; US2015/246923; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 4295-99-2

4295-99-2 4-Cyanotetrahydro-4H-pyran 11815837, aTetrahydropyrans compound, is more and more widely used in various.

4295-99-2, 4-Cyanotetrahydro-4H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4295-99-2

In a 50 ml glass flask provided with stirrer, thermometer and reflux condenser, 1.05 g (9.5 mmol) of 4-cyanotetrahydropyran having a purity of 99% synthesized in Example 5, and 10 ml (60 mmol) of 6 mol / l hydrochloric acid was added, the mixture was reacted at 80 to 90C for 7 hours. After completion of the reaction, the reaction solution was analyzed by gas chromatography (internal standard method) and 1.06 g of tetrahydropyran-4-carboxylic acid was obtained (reaction yield: 86%).

4295-99-2 4-Cyanotetrahydro-4H-pyran 11815837, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; UBE INDUSTRIES LIMITED; NISHINO, SHIGEYOSHI; HIROTSU, KENJI; SHIMA, HIDEYOSHI; IWAMOTO, KEIJI; HARADA, TAKASHI; (13 pag.)JP5673729; (2015); B2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 4295-99-2

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

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.

To a solution of tetrahydro-2H-pyran-4-carbonitrile (2 g, 18.00 mmol) intetrahydrofuran (10 mL) at 0 – 5 C was added slowly LHMDS (21 .59 mL, 21 .59 mmol). The mixture was stirred for 1 .5 hrs at 0 C. lodomethane (3.37 mL, 54.0 mmol) was added slowly and stirring was continued for 30 min at ~0 C and then for ~2 hrs at roomtemperature. The mixture was cooled to 0 C and carefully diluted with 1 N aqueous hydrochloride solution (30 mL) and EtOAc (5 mL) and concentrated under reduced pressure. The residue was taken up in diethylether and the separated organic layer was washed with brine, dried over sodium sulfate, filtered off and concentrated under reduced pressure providing crude 4-methyltetrahydro-2H-pyran-4-carbonitrile (1 .8 g) as an orange oil, which was directly used in the next reaction without further purification. LCMS (m/z): 126.1[M+H]+; Rt = 0.44 min.

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

Reference£º
Patent; NOVARTIS AG; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; NG, Simon, C.; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WO2012/101064; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 4295-99-2

The synthetic route of 4295-99-2 has been constantly updated, and we look forward to future research findings.

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.

4-Cyano-tetrahydropuran(500 mL) in methanolic ammonia (200 mL) was hydrogenated in the presence of Raney nickel (10 g) under a pressure of 4 to 5 kg/cm2 hydrogen gas for 12hours at 45 After cooling, the reaction solution was filtered through a Celite bed. The reaction mixture was distilled at 55 C to provide the desired product (60 g, Yield: 0.60 w/w).

The synthetic route of 4295-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MYLAN LABORATORIES LIMITED; JOSHI, Rajesh; TRIPATHI, Anil Kumar; CHAUDHARI, Chandrakant; GOTTUMUKKALA, Nagaraju; POKHARKAR, Kiran; SANGVIKAR, Yogesh; VADALI, Lakshmanarao; JAYACHANDRA, Suresh Babu; (48 pag.)WO2018/29711; (2018); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 4295-99-2

The synthetic route of 4295-99-2 has been constantly updated, and we look forward to future research findings.

4295-99-2, 4-Cyanotetrahydro-4H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tetrahydro-2H-pyran-4-carbonitrile (4.85 g, 43.6 mmol) in dry THF (41 mL), cooled at -78 00, an LDA solution (30.5 mL, 1.5 M in a mixture of THF/ethylbenzene/heptane, 45.8 mmol) was added dropwise under a nitrogen atmosphere. The mixture was stirred at -50 C for 45 mm and then it was cooled at -78 00. A solution of tert-butyl 4-oxopiperidine-1-carboxylate (8.69 g, 43.6 mmol) in dry THE (5.2 mL) was added and the reaction mixture was stirred at -78 C for 2 h. Then, NH4CI sat aqueous solution was added and the mixture was extracted with ethyl acetate. The organic phases were combined, dried over MgSO4, filtered andconcentrated to dryness. The residue was purified by flash chromatography, silica gel, gradient DCM to MeOH:DCM (1:9) to give the title compound (7.11 g, 53% yield).HPLC-MS (Method C): Ret, 3.18 mm; ESl-MS m/z, 255 (M+H-56).

The synthetic route of 4295-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; GARCIA-LOPEZ, Monica; ALMANSA-ROSALES, Carmen; LLORENTE-FERNANDEZ, Ana, Virginia; GARRIGA-SANAHUJA, Lourdes; CHRISTMANN, Ute; (307 pag.)WO2017/16669; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 4295-99-2

The synthetic route of 4295-99-2 has been constantly updated, and we look forward to future research findings.

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.

Into a 1 L glass flask equipped with a stirrer, a thermometer, a gas inlet tube and a reflux condenser, 5.01 g (45.1 mmol) of 4-cyanotetrahydropyran,1.50 g (46.8 mmol) of methanol and 33.5 g of methylene chloride were added,While bubbling hydrogen chloride gas, reaction was carried out at 0 to 5 C. while stirring.After completion of the reaction, nitrogen was bubbled through the reaction liquid to obtain a slurry.Then, into a glass flask having an internal volume of 300 ml and equipped with a separate stirring device, a thermometer and a reflux condenser,6.90 g (68.2 mmol) of triethylamine, 4.10 g of a 19.1 mass% ammonia ¡¤ methanol solution and 6.20 g of methanol were mixed,The slurry obtained above was added and reacted at 0 to 5 C. for 2 hours.After completion of the reaction, the resultant reaction solution was analyzed, and the presence of tetrahydropyran-4-carboxamidine was confirmed.

The synthetic route of 4295-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UBE INDUSTRIES LIMITED; NAKATANI, RYO; IWATA, TOMOCHIKA; FUKUHARA, YASUAKI; MOTOYAMA, TAKAHIRO; (34 pag.)JP6183053; (2017); B2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics