New learning discoveries about 873397-34-3

As the paragraph descriping shows that 873397-34-3 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.873397-34-3,Tetrahydro-2H-pyran-3-carboxylic acid,as a common compound, the synthetic route is as follows.

To a 50-mL round-bottom flask was added 2-(pyridin-2-ylsulfonyl)-1,2,3,4,5,6- hexahydropyrrolo[3,4-c]pyrrole (100 mg, 0.40 mmol, 1.00 equiv), oxane-3-carboxylic acid (52 mg, 0.40 mmol, 1.00 equiv), HATU (302 mg, 0.79 mmol, 1.97 equiv), DCM (10 mL), and DIEA (154 mg, 1.19 mmol, 2.99 equiv). The solution was stirred overnight at 20 ¡ãC. The mixture was diluted with 20 mL of DCM, washed with 2×20 mL of water, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified by silica gel column chromatography, eluting with ethyl acetate/petroleum ether (10/1). The enantiomers were separated by prep-Chiral HPLC with the following conditions: column, Daicel CHIRALPAK ^ IA 21.2 ^ 250 mm, 5 mum; mobile phase, A = Hexane, phase B = EtOH (hold 50.0percent EtOH over 42 min); flow rate, 20 mL/min; Detector, UV 254 & 220 nm. Absolute stereochemistry was not determined (*). This provided: Example 44. (R or S)-(5-(pyridin-2-ylsulfonyl)-3,4,5,6-tetrahydropyrrolo[3,4- c]pyrrol-2(1H)-yl)(tetrahydro-2H-pyran-3-yl)methanone (stereochemical configuration assumed). Isolated as a white solid (12.1 mg, 8percent). Prep-Chiral HPLC Rt = 24.472 min. 1H NMR (400 MHz, CDCl3): delta 8.73-8.69 (m, 1H), 8.03-7.88 (m, 2H), 7.56-7.42 (m, 1H), 4.43-4.26 (m, 6H), 4.16 (d, J = 3.6 Hz, 2H), 3.98-3.87 (m, 2H), 3.54 (t, J = 12.0 Hz, 1H), 3.50-3.34 (m, 1H), 2.68-2.49 (m, 1H), 1.96-1.76 (m, 2H), 1.69-1.48 (m, 2H). LCMS: m/z = 364.0 [M+H]+. Example 45. (S or R)-(5-(pyridin-2-ylsulfonyl)-3,4,5,6-tetrahydropyrrolo[3,4- c]pyrrol-2(1H)-yl)(tetrahydro-2H-pyran-3-yl)methanone (stereochemical configuration assumed). Isolated as a white solid (7.3 mg, 5percent). Prep-Chiral HPLC Rt = 33.498 min. 1H NMR (400 MHz, CDCl3): delta 8.75-8.67 (m, 1H), 8.04-7.88 (m, 2H), 7.58-7.39 (m, 1H), 4.43-4.26 (m, 6H), 4.18-4.16 (m, 2H), 4.00-3.89 (m, 2H), 3.54 (t, J = 12.0 Hz, 1H), 3.48-3.29 (m, 1H), 2.69-2.48 (m, 1H), 1.95-1.76 (m, 2H), 1.72-1.58 (m, 2H). LCMS: m/z = 364.2 [M+H]+.

As the paragraph descriping shows that 873397-34-3 is playing an increasingly important role.

Reference£º
Patent; FORMA THERAPEUTICS, INC.; ERICSSON, Anna; GREEN, Neal; GUSTAFSON, Gary; HAN, Bingsong; LANCIA, JR., David R.; MITCHELL, Lorna; RICHARD, David; SHELEKHIN, Tatiana; SMITH, Chase C.; WANG, Zhongguo; ZHENG, Xiaozhang; (140 pag.)WO2018/175474; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 1768-64-5

The synthetic route of 1768-64-5 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.1768-64-5,4-Chlorotetrahydropyran,as a common compound, the synthetic route is as follows.

440 mg (12.7 mmol, 1.1 eq.) of NaH was added into the solution of 2 g (11.5 mmol, 1 eq.) 2-chloro-5-nitrophenol in DMF, and stirred for 1 hr at rt. And then, 1.5 g (12.7 mmol, 1.1 eq) of 4-chloro-2H-tetrahydropyran was added and stirred overnight. After the reaction was complete, water was added and filtered to remove solvent. The product was purified by column chromatography to obtain 1.7 g of 1, with a yield of 70%.

The synthetic route of 1768-64-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Zhejiang Beta Pharma Incorporation; Fujian Haixi Pharmaceuticals, Inc.; Kang, Xinshan; Long, Wei; Ma, Cunbo; Wang, Yanping; Shen, Xiaoyan; Hu, Yunyan; Tan, Fenlai; Wang, Yinxiang; US2013/225587; (2013); A1;,
Tetrahydropyran – Wikipedia
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Downstream synthetic route of 96835-17-5

96835-17-5 Ethyl tetrahydro-2H-pyran-4-carboxylate 13467581, aTetrahydropyrans compound, is more and more widely used in various.

96835-17-5, Ethyl tetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method USynthesis of (S)-l-(Tetrahvdro-pyran-4-ylmethyl)-azepane-2-carboxylic acid (5-tert- butyl-isoxazol-3-yl)-amide (Example 172)Step 1: Synthesis of (Tetrahydro-pyran-4-yl)-methanolLiAlH4 (IM in THF) (100.0 mL, mmol) is added at 00C to a solution of tetrahydro-pyran-4- carboxylic acid ethyl ester (25.0 g, 173.6 mmol) is THF (500.0 mL). The reaction mixture is warmed up to room temperature and stirred under reflux for five hours. The reaction mixture is cooled to room temperature and then 5.0 mL of water, 5.0 mL of 5N NaOH and 20.0 mL of water are added and the precipitated salts are filtered through a celite pad and washed with 1:1 Et2O: MeOH. The filtrate is concentrated under reduced pressure to afford the title product

96835-17-5 Ethyl tetrahydro-2H-pyran-4-carboxylate 13467581, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BERRY, Angela; CIRILLO, Pier Francesco; HICKEY, Eugene Richard; RIETHER, Doris; WU, Lifen; ZINDELL, Renee M.; WO2010/96371; (2010); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 53911-68-5

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.53911-68-5,4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

Commercial 4-bromo-l,2-phenylenediamine (561 mg) and 3-(4-chlorophenyl)- glutaric anhydride (674 mg) were dissolved in THF (1 ml) with heating. The dark solution was stirred at rt for 1 h. Then the solution was decolourised with activated carbon and filtered. The filtrate was concentrated and the solid residue dried in vacuo. The solid was dissolved in a mixture of acetic acid (4 ml) and cone. HCI (2 ml) and stirred under reflux for 3 h. All volatiles were removed at the water aspirator and the residue was recrystallised from ethanol/EtOAc 1 : 3 to give a crude (0.47 g). The impure crude was again refluxed with acetic acid/cone. HCI 2: 1 for 1 h to leave after concentration and acetone trituration 4-(5-bromo-2- benzimidazolyl)-3-(4-chlorophenyl)butanoic acid HCI (0.3 g) as light greyish solid.1H-NMR (500 MHz, DMSOd6): delta (ppm) = 2.72 (dd, J = 16.2, 8.6 Hz, IH), 2.83 (dd, J = 16.3, 8.2 Hz, IH), 3.43 (dd, J = 14.9, 9.2 Hz, IH), 3.55 (dd, J = 14.9, 6.9 Hz, IH), 3.85 (m, IH), 7.30 (d, J = 8.5 Hz, 2H), 7.35 (d, J = 8.5 Hz, IH), 7.60 (dd, J = 8.7, 1.7 Hz, IH), 7.67 (d, J = 8.7 Hz, IH), 7.94 (d, J = 1.7 Hz, IH). 13C-NMR and DEPT (125 MHz, DMSOd6) : delta (ppm) = 32.66 (CH2), 39.19 (CH),39.60 (CH2), 115.57 (CH), 116.42 (CH), 117.34 (C), 128.14 (CH), 128.34 (2 CH), 129.14 (2 CH), 130.26 (C), 131.44 (C), 132.32 (C), 140.69 (C), 153.07 (C), 172.12 (CO). MS ( + ESI) : m/z = 393 (M + H).

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

Reference£º
Patent; UNIVERSITAET DES SAARLANDES; ENGEL, Matthias; FROeHNER, Wolfgang; STROBA, Adriane; BIONDI, Ricardo M.; WO2010/43711; (2010); A1;,
Tetrahydropyran – Wikipedia
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Some tips on 103260-44-2

The synthetic route of 103260-44-2 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.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

Downstream synthetic route of 101691-65-0

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101691-65-0, (Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

K2C03 (8.2 g, 59.2 mmol) was added to a stirred solution of methyl 3-hydroxybenzoate (11) (3.0 g, 19.72 mmol) sulfonate (10) (5.33 g, 19.72 mmol) in DMF (30 mE) and the reaction mixture was stirred at 90 C. for 16 h. The reaction mixture was concentrated under reduced pressure. Purification by column chromatography (100-200 silica mesh, 30% EtOAc in hexanes) gave methyl 3-((tetrahydro- 2H-pyran-4-yl)methoxy)benzoate (12) as a light yellow solid. Yield (4.8 g, 97%); ?H NMR (400 MHz, DMSO-d5) oe 7.53 (d, J=7.6 Hz, 1H), 7.44-7.40 (m, 2H), 7.22 (dd, J=8.4, 2.4 Hz, 1H), 3.88-3.82 (m, 7H), 3.32 (t, J=1 .2Hz, 2H), 2.02-1.96 (m, 1H), 1.69-1.66 (m, 2H), 1.38-1.28 (m, 2H).

#N/A

Reference£º
Patent; Acucela Inc.; Kuksa, Vladimir A.; Orme, Mark W.; Hong, Feng; Kubota, Ryo; US2014/275043; (2014); A1;,
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

Some tips on 4677-20-7

4677-20-7 4-(2-Bromoethyl)tetrahydropyran 22637012, aTetrahydropyrans compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4677-20-7,4-(2-Bromoethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

Example 110A Di-tert-butyl [2-(4-oxo-1,2,3-benzotriazin-3(4H)-yl)ethyl](2-oxo-2-{6-[2-(tetrahydro-2H-pyran-4-yl)ethoxy]-1,2-benzoxazol-3-yl}ethyl)malonate To a mixture of 150 mg (0.27 mmol) of the compound from Example 99A in 1.5 ml of acetonitrile were added at RT 110 mg (0.80 mmol) of potassium carbonate and 154 mg (0.80 mmol) of 4-(2-bromoethyl)tetrahydro-2H-pyran. The mixture was stirred under reflux for 2 h. After admixing with ice water, the aqueous phase was extracted twice with ethyl acetate. The combined organic phases were dried over magnesium sulphate, filtered and concentrated. The residue was purified by means of column chromatography (40 g of silica gel, mobile phase cyclohexane/ethyl acetate 7:3). 132 mg (68% of theory, purity 92%) of the title compound were obtained. LC/MS (Method 1, ESIpos): Rt=1.51 min, m/z=677 [M+H]+.

4677-20-7 4-(2-Bromoethyl)tetrahydropyran 22637012, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BECK, Hartmut; LI, Volkhart Min-Jian; CANCHO GRANDE, Yolanda; TIMMERMAN, Andreas; BROHM, Dirk; JOeRIssEN, Hannah; BOGNER, Pamela; GERISCH, Michael; LANG, Dieter; (120 pag.)US2017/121315; (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

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