Day: November 6, 2020

65412-03-5, 4-(2-Aminoethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

65412-03-5, 2-(tetrahydro-2H-pyran-4-yl)ethan-1-amine (0.5 mmol) and methyl 2-(2-(chloromethyl)phenyl)acetate (0.5 mmol) were mixed in 5ml of DMF; DIPEA (0.75 mmol) was added. The mixture was heated at 80 C for 5 h, cooled; solvent was removed by evaporation and residue was purified by HPLC. Yield: 41%. 1H NMR (400 MHz, Chloroform-d) d 7.62 (ddt, J = 16.3, 11.9, 5.3 Hz, 3H), 4.87 (s, 2H), 4.27 – 4.18 (m, 2H), 3.88 (d, J = 8.7 Hz, 4H), 3.66 (td, J = 11.7, 2.0 Hz, 2H), 3.56 (s, 2H), 2.91 (dd, J = 3.8, 1.9 Hz, 1H), 2.05 (d, J = 12.9 Hz, 2H), 1.88 (t, J = 6.4 Hz, 3H), 1.68 – 1.57 (m, 2H). m/z=260.2

65412-03-5 4-(2-Aminoethyl)tetrahydro-2H-pyran 2773198, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; KAHNE, Daniel, E.; BAIDIN, Vadim; (331 pag.)WO2019/140265; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

220641-87-2, N-Methyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-Methyl-N-(tetrahydro-2H-pyran-4-yl)carbamoyl chloride (No. III.10) 248 g (2.5 mol) of phosgene, 96 g (0.83 mol) of N-methyl-N-(tetrahydro-2H-pyran-4-yl)amine and 84 g (0.83 mol) of triethylamine were reacted by the method of the process described in Intermediate 1.2. Yield 108 g. 1H NMR (250 MHz, in CDCl3): delta=1.60-1.95 (m, 4H), 2.94 and 3.01 (2 s, together 3H), 3.35-3.55 (rm, 2H), 3.95-4.10 (m, 2H), 4.27-4.46 (m, 1H).

220641-87-2, 220641-87-2 N-Methyltetrahydro-2H-pyran-4-amine 6991950, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; BASF Aktiengesellschaft; US6277790; (2001); B1;,
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.101691-65-0,(Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

The quantity of reagents and materials used in the following procedure were based on the quantity of N-(l-Methyl-l-phenylethyl)-lH-indazole-3-carboxamide obtained in the preceding step, as indicated. A solution of N-(l -methyl- l-phenylethyl)-lH-indazole-3-carboxamide (1.0 molar eq.) in anhydrous DMF (5 volumes) was mixed with anhydrous potassium carbonate (5.84 molar eq.). (Tetrahydro-2H-pyran-4-yl) methyl 4-methylbenzenesulfonate (1 molar eq.) was added portion wise over a period of 5 minutes at ambient temperature to the reaction mixture. The resulting reaction mixture was heated to 70C for at least 15 hours using an oil bath. The reaction mixture was evaporated at a 40C bath temperature under reduced pressure to remove the DMF. The evaporated residue was mixed with ethyl acetate (5 volumes) and then poured into ice (5 weight equivalents). The mixture was stirred until the ice melted. The bilayer was separated and the aqueous layer extracted with ethyl acetate (4 x 3 volumes). The combined extracts were washed with 50% saturated sodium carbonate solution (4 x 1 volume), then dried over sodium sulfate and filtered. The filtrate was evaporated at a 40 bath temperature and co-evaporated with ethyl acetate (3 x 2.5 volumes). The resultant residue was redissolved and hot ethyl acetate (4 volumes) and filtered through 60 angstrom silica (2.5 volumes) topped with a layer of anhydrous sodium sulphate. The filter bed was washed with hot ethyl acetate (2 volumes per fraction) until all of the product was released. Product containing fractions were evaporated with a bath temperature of 40C. The crude product was triturated with methyl tert-butyl ether (MTBE)(2 volumes) at room temperature of the 2 hours, and then in an ice bath for one hour. The suspension was filtered, then rinsed with cold MTBE (4 x 1 volume). The resulting white solid was then dried under vacuum to constant weight, mp 112.7 ¡À 0.5 . IR vmax/cm_1 3328, 1664 (amide). lU NMR (400 MHz, DMSO-d6) delta 8.03 (1H, d, HI), 7.97 (1H, s, H5), 7.82 (1H, d, H4), 7.41-7.44 (3H, m, H2, H3), 7.33 (2H, dt, H8), 7.20 (2H, dd, H7), 4.41 (2H, d, H10), 3.84 (2H, d, H13), 3.25 (2H, m, H14), 2.23 (1H, m, H15), 1.74 (6H , s, H6), and 1.39 (4H, m, Hl l, H12). MS (ESI+) m/z 378 (MH+). Anal. Calcd for C23H27N3O2: C, 73.18; H, 7.21; N, 11.13. Found: C, 73.44; H, 7.22; N, 11.23. 1 13 H and i3C NMR scans for SGT-42 are provided in Figures 1 and 2, respectivley., 101691-65-0

As the paragraph descriping shows that 101691-65-0 is playing an increasingly important role.

Reference£º
Patent; BOWDEN, Matthew James; WILLIAMSON, James Peter Bernard; WO2014/167530; (2014); 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.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

EXAMPLE 36 iV-Methyl-iV-tetrahvdro-lH-pyran^-ylquinoxaline–carboxamide To a suspension of quinoxaline-6-carboxylic acid (0.7g, 4 mmol) and N-methyltetrahydro- 2H-pyran-4-amine (0.7 g, mmol), in DMF (6 ml) and dichloromethane (6 ml), were added DMAP (0.49 g, 4 mmol), etaOBT (0.54 g, 4 mmol), NEt3 (1.6 ml) and EDCI (1.26g). The reaction mixture was stirred at room temperature for 4h and then concentrated under vacuum. The crude product was purified on a silica gel column eluting with chloroform/methanol/ triethylamine (95:5:0.5) to give an oil (1.5g) which formed a beige solid upon trituration with dichloromethane/diethyl ether. Mp = 130-131C, LC-MS, MH+ = 272; 1H NMR (300 MHz, CDCl3) delta 8.91 (s, 2H); 8.18 (d, J = 8.4 Hz, IH); 8.11 (s, IH); 7.79 (d, J = 8.4 Hz, IH); 4.95- 3.50 (m, 5H); 3.07 and 2.91 (s + s, 3H); 2.02-1.65 ppm (m, 4H)., 220641-87-2

220641-87-2 N-Methyltetrahydro-2H-pyran-4-amine 6991950, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; CORTEX PHARMACEUTICALS, INC.; WO2008/143963; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

873397-34-3, Tetrahydro-2H-pyran-3-carboxylic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

873397-34-3, Benzyl-N-[(5S)-6-(1,3-benzothiazol-2-yl)-6-oxo-5-(tetrahydropyran-3-carbonylamino)hexyl]carbamate (18a) To a solution of tetrahydropyran-3-carboxylic acid (108 mg, 829.58 mumol, 1.20 eq) in THF (5 mL) were added HATU (390 mg, 1.03 mmol, 1.48 eq) and DIPEA (270 mg, 2.09 mmol, 3.02 eq) under 0¡ã C. After being stirred for 0.5 h under 0¡ã C., benzyl-N-[(5S)-5-amino-6-(1,3-benzothiazol-2-yl)-6-oxo-hexyl]carbamate hydrochloride (300 mg, 691.32 mumol, 1.00 eq) was added and the resulting mixture was stirred at 28¡ã C. for 4.5 h. LC-MS indicated the reaction completed. The mixture was diluted with H2O (15 mL*2) and extracted with EA (20 mL*2). The combined organic layers were washed with H2O (20 mL), dried over Na2SO4, filtered and concentrated to give benzyl-N-[(5S)-6-(1,3-benzothiazol-2-yl)-6-oxo-5-(tetrahydropyran-3-carbonylamino)hexyl]carbamate (700 mg, crude) as a yellow solid. It was used directly for next step without further purification.

The synthetic route of 873397-34-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Cortexyme, Inc.; KONRADI, Andrei; DOMINY, Stephen S.; CRAWFORD LYNCH, Casey; COBURN, Craig; VACCA, Joseph; (91 pag.)US2016/96830; (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.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. 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 room temperature. 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.

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; JIN, Xianming; NG, Simon C.; PFISTER, Keith B.; SENDZIK, Martin; SUTTON, James; WO2012/101063; (2012); 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.108-55-4,Dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

Treatment of aluminum trichloride:Anhydrous aluminum trichloride (purchased from Sinopharm Group Chemical Reagent Co., Ltd.,Product number 10000862). The aluminum trichloride was pulverized in a mortar,The aluminum trichloride fine particles were obtained by sieving with a 40 mesh sieve,The fine particles were then placed at 110 C C bake lh to a large number of white smoke smoke,And the mixture was cooled to room temperature under a nitrogen atmosphere.Preparation of 4- (4-fluorobenzoyl) butanoic acid:Under the protection of nitrogen, the treated aluminum chloride was added to the 500 mL three-necked flask according to the raw material ratio of Table 1,Fluorobenzene and organic solvent 100mL, stirring and evenly, the three-necked flask placed in the ice bath, to which dropping glutaric anhydride solution, which, glutaric anhydride solution used in the same solvent and dissolved fluoride, the amount of 48mL, Lh. After dropping, the ice bath was withdrawn, the room temperature was recovered, and the reaction was carried out according to the reaction conditions in Table 2. After completion of the reaction,The reaction was poured into a 2 L beaker and ice was added. The pH was adjusted to 1 by the addition of dilute hydrochloric acid (2N)Filtration gave the crude product, in which the brown red viscous material was aluminum complex;The crude product was redissolved twice in 600 mL of saturated aqueous NaHC03 solution ( & 110) 3 in an appropriate excess)Heated in boiling water bath for 2 hours to have a large number of red sticky material floating on the surface,While filtering the pale yellow solution,And adding concentrated hydrochloric acid to adjust pH to 1,A large number of bubbles emerge,A white solid precipitation,Filtering, washing with cold water, drying,To give 4- (4-fluorobenzoyl) butanoic acid., 108-55-4

The synthetic route of 108-55-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZHEJIANG NHU CO LTD; Zhejiang University; ZHANG, YUHONG; JU, LONG; YU, MING; DUAN, XIAOTING; (8 pag.)CN103694111; (2016); B;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

65412-03-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65412-03-5,4-(2-Aminoethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

A solution of D (98 mg, 0.22 mmol) in 1 ,2-dichloroethane (2.0 mL) is added to 214-1 (28 mg, 0.22 mmol). The mixture is shaken overnight. A solution of sodium triacetoxyborohydride (93 mg, 0.44 mmol) in N,N-dimethylacetamide (1.0 mL) is added and the resulting reaction mixture is shaken for 4 hours. Next, the mixture is concentrated and purified by reverse phase HPLC. The desired fractions are pooled and concentrated. The residue is treated with water (1.0 mL) and 1N HCl in Dioxane (58 mu), shaken at 80 C for 2 h, and concentrated. The resultant residue is purified by reverse phase HPLC to give the title product (214).

As the paragraph descriping shows that 65412-03-5 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ABEYWARDANE, Asitha; BRUNETTE, Steven Richard; BURKE, Michael Jason; KIRRANE, Thomas Martin, Jr.; MAN, Chuk Chui; MARSHALL, Daniel Richard; PADYANA, Anil Kumar; RAZAVI, Hossein; SIBLEY, Robert; SMITH KEENAN, Lana Louise; SNOW, Roger John; SORCEK, Ronald John; TAKAHASHI, Hidenori; TAYLOR, Steven John; TURNER, Michael Robert; YOUNG, Erick Richard Roush; ZHANG, Qiang; ZHANG, Yunlong; ZINDELL, Renee M.; WO2014/14874; (2014); 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

Example 203A (tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate To a solution of tetrahydro-2H-pyran-4-ylmethanol (Combi-Blocks, 2.0 g, 17.2 mmol) in 10 mL of of CH2Cl2 and 10 mL of of pyridine was added p-toluenesulfonyl chloride (3.5 g, 18.1 mmol) in portions over 15 minutes. The mixture stirred at ambient temperature for 16 hours and was quenched with 10 mL of saturated, aqueous NaHCO3. The layers were separated and the aqueous layer was extracted with three 10 mL portions of CH2Cl2. The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford the title compound. 1H NMR (300 MHz, dimethylsulfoxide-d6) delta ppm 1.05-1.25 (m, 2 H), 1.40-1.53 (m, 2 H), 1.73-1.94 (m, 1 H), 2.43 (s, 3 H), 3.14-3.28 (m, 2 H), 3.71-3.84 (m, 2 H), 3.88 (d, J=6.4 Hz, 2 H), 7.48 (d, J=8.5 Hz, 2 H), 7.79 (d, J=8.5 Hz, 2 H); MS (DCI/NH3) m/z 288 (M+NH4)+.

14774-37-9, As the paragraph descriping shows that 14774-37-9 is playing an increasingly important role.

Reference£º
Patent; Florjancic, Alan S.; Dart, Michael J.; Ryther, Keith B.; Perez-Medrano, Arturo; Carroll, William A.; Patel, Meena V.; Tietje, Karin Rosemarie; Li, Tongmei; Kolasa, Teodozyj; Gallagher, Megan E.; Peddi, Sridhar; Frost, Jennifer M.; Nelson, Derek W.; US2008/58335; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

2081-44-9, Tetrahydro-2H-pyran-4-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2081-44-9, To 133 g (1 .31 mol) of tetrahydropyran-4-ol in pyridine (1.5 L) are added 373 g (1 .95 mol) of p- toluenesulfonylchloride portionwise at 10 C. After complete addition the reaction is allowed to warm to RT and stirred for 18 h. The reaction is poured onto a stirred mixture of aq. HCI/ice. The resulting precipitate is isolated by filtration and dissolved in DCM (1 L). The organic layer is washed with 1 M aq. HCI solution (1 L), followed by sat. aq. NaHC03 solution (1 L) and is then dried over Na2S04. Filtration and concentration of the filtrate under reduced pressure gives 300 g of toluene-4- sulfonic acid tetrahydropyran-4-yl ester. Yield: 90%; ESI-MS: 257 [M+H]+

The synthetic route of 2081-44-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; BINDER, Florian; DOODS, Henri; MUELLER, Stephan, Georg; NICHOLSON, Janet, Rachel; SAUER, Achim; WO2014/184327; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics