Day: November 12, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.40191-32-0,Tetrahydro-2H-pyran-4-carbonyl chloride,as a common compound, the synthetic route is as follows.

Nu,Omicron-Dimethylhydroxylamine hydrochloride (1.23 g, 12.7 mmol) and N- methylmorpholine (3.80 mL, 34.5 mmol) were dissolved in DCM (20 mL) and a solution of oxane-4-carbonyl chloride (1.71 g, 11.5 mmol) in DCM (20 mL) was added drop- wise. The reaction mixture was stirred for 2 h, then diluted to 200 mL with DCM, washed with 1 M aq HCl (2 x 100 mL), 1M aq Na2C03 (100 mL) and water (100 mL), dried(MgS04) and concentrated in vacuo to give the crude title compound as a yellow oil(1.87 g, 94%). LCMS (ES+): 174.1 (M+H)+.

40191-32-0, 40191-32-0 Tetrahydro-2H-pyran-4-carbonyl chloride 2795505, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Proximagen Limited; EVANS, David; CARLEY, Allison; STEWART, Alison; HIGGINBOTTOM, Michael; SAVORY, Edward; SIMPSON, Iain; NILSSON, Marianne; HARALDSSON, Martin; NORDLING, Erik; KOOLMEISTER, Tobias; WO2011/113798; (2011); A2;,
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.

Production Example 1Dihydro-2H-pyran-3(4H)-one To a mixture of oxalyl chloride (2.28 mL, 26.6 mmol) and dichloromethane (40 mL) was added a mixture of DMSO (3.78 mL, 53.2 mmol) and dichloromethane (20 mL) while stirring at -78 C., and the mixture was stirred at -78 C. for 30 minutes. After then adding to this mixture a mixture of tetrahydropyran-3-ol (synthesized according to the method described in Tetrahedron, 60, 10411-10418, 2004) (136 g, 13.3 mmol) and dichloromethane (20 mL) at -78 C., the resulting mixture was stirred at -78 C. for 30 minutes, after which triethylamine (11.1 mL, 79.8 mmol) was added and stirring was continued for 2 hours while slowly raising the temperature to 0 C.Brine and diethyl ether were added to the mixture, and after sufficient shaking, the organic layer was separated and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The mixture was then filtered, and the solvent in the filtrate was distilled off under reduced pressure to obtain the title compound (1.62 g, 162 mmol).1H-NMR (CDCl3) delta: 2.07-2.14 (m, 2H), 2.54 (t, J=6.8 Hz, 2H), 3.82-3.88 (m, 2H), 4.03 (s, 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; Eisai R&D Management Co., Ltd.; US2011/86882; (2011); 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.

To a solution of 3- ((1H-pyrrolo [2, 3-b] pyridin-5-yl) oxy) -4′- (2-phenylpyrrolidin-1-yl) -[1, 1′-biphenyl] -4-carboxylic acid (95 mg, 0.2 mmol) in dichloromethane (25 mL) were added HATU (114 mg, 0.3 mmol) and trimethylamine (0.2 mL). The mixture was stirred for 0.5 h at r.t. Then 3-nitro-4- (((tetrahydro-2H-pyran-4-yl) methyl) amino) benzenesulfonamide (126 mg, 0.4 mmol) was added. After stirred overnight at r.t, the reaction mixture was washed with water (10 mL), and the organic layers were dried over anhydrous Na 2SO 4, then concentrated in vacuum. The residue was further purified by prep-HPLC to give the desired compound. 1H NMR (400 MHz, DMSO-d 6) delta ppm: 12.16 (s, 1H), 11.68 (s, 1H), 8.57 (s, 1H), 8.54 (s, 1H), 8.03 (s, 1H), 7.80 (d, J = 8.6 Hz, 1H), 7.59-7.46 (m, 3H), 7.33-7.25 (m, 5H), 7.20-7.14 (m, 3H), 7.08 (d, J = 8.1Hz, 1H), 6.89 (s, 1H), 6.42 (d, J = 8.5 Hz, 2H), 6.37 (s, 1H), 4.78 (d, J = 7.4 Hz, 1H), 3.84 (d, J = 8.4 Hz, 2H), 3.68 (s, 1H), 3.31-3.20 (m, 3H), 2.37-2.34 (m, 1H), 1.94-1.80 (m, 4H), 1.60 (d, J = 12.0 Hz, 2H), 1.38-1.14 (m, 4H). MS (ESI, m/e) [M+1] + 773.3

1228779-96-1, As the paragraph descriping shows that 1228779-96-1 is playing an increasingly important role.

Reference£º
Patent; BEIGENE, LTD.; GUO, Yunhang; XUE, Hai; WANG, Zhiwei; SUN, Hanzi; (493 pag.)WO2019/210828; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

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%).

103260-44-2, 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.33821-94-2,2-(3-Bromopropoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Step-(i): To a stirred solution of 140a (1.2 g, 2.93 mmol) in DMF (10 ml) were added triethylamine (1.3 ml, 8.79 mmol), 2-(3-brortiopropoxy)tetrahydro-2H-pyran (0.91 g, 3.50 mmol) at 0C and the reaction mixture was stirred at 20-35C for 16 h. The progress of the reaction was monitored by TLC. After 16 h of stirring, the reaction mixture was diluted with water (50 ml) and extracted with dichloromethane (2 x 50 ml). The combined organic layers were washed with brine (50 ml), followed by drying over anhydrous Na2S04 and filtering. The filtrate was rotary evaporated to get residue which was purified by column chromatography using a mixture of 2% methanol/dichloromethane as an eluent to get the desired compound as an off-white solid (1.05 g, 82%). ]H NMR (400 MHz, DMSO-d6) delta 10.63 (s, I H), 8.21 (d, J = 1.9 Hz, IH), 7.90 (d, J = 2.0 Hz, IH), 4.53 (d, J = 3.9 Hz, IH), 3.77-3.69 (m, IH), 3.68-3.54 (m, 2H), 3.49-3.32 (m, 3H), 2.91 (s, 2H), 2.63-2.52 (m, 2H), 2.36-2.32 (m, 2H), 2.26-2.22 (m, 2H), 1.82 (t, J = 9.8 Hz, 2H), 1.77-1.57 (m, 4H), 1.52-1.40 (m, 3H), 1.38-1.26 (m, IH).

33821-94-2, 33821-94-2 2-(3-Bromopropoxy)tetrahydro-2H-pyran 2777988, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; TAKHI, Mohamed; HOSAHALLI, Subramanya; PANIGRAHI, Sunil Kumar; MAHADARI, Muni Kumar; KOTTAM, Chandrashekar Reddy; ABD RAHMAN, Noorsaadah; YUSOF, Rohana; WO2013/80222; (2013); 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.1768-64-5,4-Chlorotetrahydropyran,as a common compound, the synthetic route is as follows.

EXAMPLE 100 Preparation of: NaCN (2.85 g, 0.058 mol) was suspended in DMSO (22 mL) and heated to 140 C. To the stirring suspension was added 4-chlorotetrahydropyran (5.0 g, 0.041 mol). The reaction mixture was stirred at 135-145 C. for 1.5 hours and then cooled to room temperature. The reaction was diluted with water, extracted with ethyl acetate, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was passed through a silica gel plug eluding with hexane/ethyl acetate (1:1) to provide 4-cyanotetrahydropyran (0.65 g)., 1768-64-5

1768-64-5 4-Chlorotetrahydropyran 137202, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Eli Lilly and Company; US6436964; (2002); B1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1927-68-0, 2-BUtoxytetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 4:; Reduction reaction was performed by carrying out the same procedures as in Example 2 except that 23.46 g of 3,4-dihydro-2- butoxy-2H-pyran(DHBP) was used instead of 3,4-dihydro-2-methoxy- 2H-pyran(DHMP) . As a result, the yield of tetrahydropyran(THP) was 95 %. Tetrahydro-2-butoxy-2H-pyran(THBP) was not detected while butanol was generated at a yield of 96 % based on raw material.; Example 7:; Reduction reaction was performed by carrying out the same procedures as in Example 6 except that 32.30 g of tetrahydro-2- butoxy-2H-pyran(THBP) was used instead of tetrahydro-2-methoxy- 2H-pyran(THMP) . As a result of analysis on the reaction mixture after the reaction, the yield of tetrahydropyran(THP) was 94 %. THBP was not detected and butanol was generated at a yield of 92 % based on the amount of raw material.; Example 15:; Mass synthesisIn a 100 L-volume autoclave made of stainless-steel, 46.9 kg of 3,4-dihydro-2-butoxy-2H-pyran (DHBP) and 0.64 kg of 5 mass % palladium /activated carbon powder(Pd/C) were placed. The inside of the reactor was purged with hydrogen and after hydrogen was introduced to 0.8 MPa, reaction was performed for 2.5 hours at room temperature while stirring. During the reaction, hydrogen gas was introduced so that the pressure of 0.8 MPa was maintained. After the 2 hours, no DHBP as the raw material was detected while tetrahydro-2-butoxy-2H-pyran (THBP) was generated quantitatively. To the reaction mixture, 0.42 kg of sodium hydrogen sulfate monohydrate was added and the pressure was increased to 0.8 MPa. Reaction was performed for 10 hours at 80 C while continuously introducing hydrogen, and with the pressure increased to 1.5 MPa, the reaction was further performed for 2 hours. As a result of analysis on the reaction mixture after the reaction, the yield of tetrahydropyran(THP) was 94 %. Also, butanol was generated at a yield of 95% based on the raw material. The reaction mixture was subjected to distillation in the same manner as in Example 14, to thereby obtain THP. The results are shown in Table 2.Table 2, 1927-68-0

1927-68-0 2-BUtoxytetrahydro-2H-pyran 263176, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; SHOWA DENKO K.K.; WO2006/62211; (2006); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

23462-75-1, Dihydro-2H-pyran-3(4H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1. Synthesis of Intermediate 11-2. To a mixture of trimethylsulfoxonium iodide (12.2 g, 59.8 mmol) in DMSO (40 mL) was added NaH (2.38 g, 60% in mineral oil, 59.8 mmol) portionwise at 5 C under N2 and the mixture was stirred at 5 C for 30 mins. Intermediate 11- 1 (5 g, 49.9 mmol) in DMSO (40 mL) was added dropwise maintaining the temperature below 15 C and stirring was continued at 15 C for 20 hrs. The reaction was quenched at 10 C with water (200 mL) and extracted with DCM (2 x 200 mL). The combined organic phases were washed with brine (200 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel chromatography (0%~50% EtOAc in PE) to afford Intermediate 11-2 (2 g, 35%) as a colorless oil. (0356) 1H NMR (400 MHz, CDCl3) delta 3.81-3.60 (m, 3H), 3.49 (d, J = 12.0 Hz, 1H), 2.73-2.65 (m, 2H), 2.03-1.82 (m, 2H), 1.81-1.62 (m, 2H)., 23462-75-1

As the paragraph descriping shows that 23462-75-1 is playing an increasingly important role.

Reference£º
Patent; SAGE THERAPEUTICS, INC.; ROBICHAUD, Albert, Jean; SALITURO, Francesco, G.; MARTINEZBOTELLA, Gabriel; HARRISON, Boyd, L.; REID, John, Gregory; (113 pag.)WO2017/173358; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

53911-68-5,53911-68-5, 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

The solution of commercial 4,5-dichloro-l,2-phenylenediamine (0.36 g) and triethyl amine (0.32 ml) in 1,4-dioxane (1.5 ml) was added to a solution of 3-(4- chlorophenyl)glutaric anhydride (0.45 g) in 1,4-dioxane (1 ml) with ice cooling. The resulting mixture was stirred at rt for 0.5 h and at 400C for 0.5 h. Again under ice cooling IM HCI (3 ml) was added dropwise. A gummy precipitate is formed. After 0.5 h of cooling the aqueous layer is removed by decantation and the residue is dissolved in methanol. The dark solution is decolourised with activated carbon, filtered, and the filtrate concentrated in vacuo. The amorphous solid is redissolved in ethanol (6 ml) and cone. HCI (2 ml) and stirred at reflux for 16 h. After cooling to rt the pH is adjusted to 8 by addition of first NaOH solution, then sat. sodium bicarbonate solution. The aqueous layer is extracted with dichloromethane (40 ml) and the organic layer is washed with sat. sodium chloride solution and dried (sodium sulfate). After concentration the crude (0.46 g) is purified by flash chromatography ((dichloromethane/2% methanol/1% triethyl amine) on silica gel to afford ethyl 4-(5,6-dichloro-2-benzimidazolyl)-3-(4-chlorophenyl)butanoate (0.33 g) as yellowish, amorphous solid.

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

127956-11-0, Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 49: 2-(1-Chloroethyl)-7,8-dihydro-3H-pyrano[4,3-d]pyrimidin-4(5H)-oneA mixture of methyl 4-oxotetrahydro-2H-pyran-3-carboxylate (1.0 g, 6.3 mmol), 2- chloropropanimidamide hydrochloride (0.9 g, 6.3 mmol), and triethylamine (3.52 ml_, 25.4 mmol) was stirred at ambient temperature for 24 h. The mixture was concentrated in vacuo to give the title compound (1 .4 g), which was used directly to the next step without further purification. MS m/z 215.2 (M+1 ), retention time = 1.27 min., 127956-11-0

As the paragraph descriping shows that 127956-11-0 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; CHEN, Zhuoliang; CHEUNG, Atwood, Kim; CHIN, Donovan, Noel; FAN, Jianmei; MILLER-MOSLIN, Karen, Marie; SHULTZ, Michael, David; SMITH, Troy, D.; TOMLINSON, Ronald, Charles; TOURE, Bakary-Barry; VISSER, Michael, Scott; WO2013/12723; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics