Some tips on 185815-59-2

185815-59-2, The synthetic route of 185815-59-2 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.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

EXAMPLE 2 Synthesis of 3-(isopropoxycarbonylamino-methyl)-5-methyl-hexanoic acid (IV; R1=isopropyl)A 100 ml three-necked round-bottom flask, under nitrogen atmosphere, is added with 98% hydrazine hydrate (19.5 g, 0.382 mols), sodium hydroxide (12.4 g, 0.309 mol) in water (150 ml) and the solution is cooled to a temperature of -5 C. 3-Isobutyl-glutaric anhydride (183.0 g, 1.075 mol) is dropped therein in about 1-2 h, keeping the temperature below 0-5 C. and the mixture is reacted for about 1 h. 35-37% Hydrochloric acid (450 ml) and toluene (400 ml) are added. Keeping a temperature of -5 C., a solution of sodium nitrite (160.0 g, 2.026 mol) in water (320 ml) is added dropwise, keeping the temperature below 10-15 C. After completion of the addition, the mixture is reacted for 15-20 minutes, afterwards the phases are separated and the aqueous phase is extracted with toluene (250 ml). The cooled combined organic phases are dropped into isopropanol (800 ml) under reflux in about 1 hour. The mixture is refluxed for about 30 minutes and the solution is concentrated to small volume. The resulting oil is taken up into hexane (500 ml) and left under strong stirring for 2-3 hours, the solid is filtered and dried at 50 C. for 16-18 hours. 205 g of a white solid are obtained, in a 78% yield.1H-NMR (300 MHz, D2O, 28 C.): delta 7.00 (broad, 1H exchange with D2O); 4.70 (m, 1H); 3.00 (m, 1H); 2.80 (m, 1H); 2.10 (m, 2H); 1.95 (m, 1H); 1.60 (m, 1H); 1.20-1.00 (m, 8H); 0.80 (d, 6H).

185815-59-2, The synthetic route of 185815-59-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dipharma Francis S.r.l.; US2009/143615; (2009); 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

A solution of tetrahydro-2H-pyran-4-carbonitrile (3.80 g, 34.2 mmol) in tetrahydrofuran (10 ml) was added dropwise over 5 min to a cold (-78 C.) solution of lithium diisopropylamine (37.5 mmol) in tetrahydrofuran (50 ml). After 30 min, a solution of 2-chloroethyl chloromethyl ether (5.00 g, 38.7 mmol) in tetrahydrofuran (10 ml) was added dropwise over 5 min and the mixture stirred for 30 min. The cooling bath was then removed and the solution was allowed to warm up to 25 C. then stirred for 1.5 h. The reaction mixture was quenched with saturated ammonium chloride and extracted with ethyl acetate. The organic fraction was dried over anhydrous magnesium sulfate and concentrated. Filtration of the residue on silica gel (elution toluene-ethyl acetate 8:2) followed by distillation in vacuo gave 6.33 g (91% yield) of the title nitrile as a clear oil: bp 90-100 C./0.2 torr (bulb to bulb distillation, air bath temperature). 1HNMR 400 MHz (CDCl3) delta (ppm): 1.74 (2H, m, CH2), 1.92 (2H, m, CH2), 3.58 (2H, s, CH2), 3.67 (2H, t, J=5.6 Hz, CH2), 3.74 (2H, dt, J=2.3 Hz and J=12.4 Hz, CH2), 3.83 (2H, t, J=5.6 Hz, CH2), 4.0 (2H, m, OCH2).

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

Reference£º
Patent; Bristol-Myers Squibb Company; US2007/111984; (2007); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 14774-37-9

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

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

14774-37-9, EXAMPLE 77B 4-Tetrahydropyran carboxaldehyde To a solution of 116 mg (1.00 mmol) of 4-(hydroxymethyl)tetrahydropyran from Example 77A in 2 mL of CH2Cl2 was added 424 mg (1.0 mmol) of the Dess-Martin periodinane. The mixture was stirred at ambient temperature for 1 h, then filtered through diatomaceous earth. The filter cake was washed with about 3 mL of CH2Cl2, then the tilted aldehyde solution was used directly in the next step.

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

Reference£º
Patent; Kosogof, Christi; Liu, Bo; Liu, Gang; Liu, Mei; Nelson, Lissa T.J.; Serby, Michael D.; Sham, Hing L.; Szczepankiewicz, Bruce G.; Xin, Zhili; Zhao, Hongyu; US2005/70712; (2005); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 1197-66-6

1197-66-6, The synthetic route of 1197-66-6 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.1197-66-6,2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one,as a common compound, the synthetic route is as follows.

Step 2. 2,2,6,6-tetramethyltetrahydro-2H-pyran-4-carbonitrile To a stirred solution of 2,2,6,6-tetramethyldihydro-2H-pyran-4(3H)-one (30 g, 0.192 mol) in dimethoxyethane (400 mL) was added tosylmethyl isocyanide (48.7 g, 0.249 eq) followed by the addition of tert-butyl alcohol (24.1 g, 0.326) at room temperature. The reaction mixture was cooled to 0 C. followed by portion-wise addition of potassium tert-butoxide (53.8 g, 0.48 mol). It was stirred at room temperature for 12 h. The reaction mixture was filtered after dilution with diethyl ether at 0 C. and the residue was further washed with diethyl ether. The resultant filtrate was concentrated to provide the title compound as a yellow semi-solid (22 g, 68%)

1197-66-6, The synthetic route of 1197-66-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Janssen Pharmaceutica NV; Ahmad, Ishtiyaque; Bakthavatchalam, Rajagopal; Battula, Sivaramakrishna; Gijsen, Henricus Jacobus, Maria; Wall, Mark; US2015/51225; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 4295-99-2

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

4295-99-2,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 stirred solution of 41 tetrahydro-2H-pyran-4-carbonitrile (100 g, 0.9 mol) in 15 ethanol (500 mL) and 18 water (500 mL) at rt, was added 44 hydroxylamine hydrochloride (144 g, 2.1 mol) followed by 105 K2CO3 (136.7 g, 1.0 mol) and the mixture was heated to 70 C. for 16 h. The mixture was cooled to rt and the solvent was removed by evaporation under reduced pressure. The residue was dissolved in 10% 183 MeOH in 68 DCM and filtered. The solvent was removed by evaporation under reduced pressure to afford the 45 title compound (91 g, 70%) as an off-white solid. 1H NMR (300 MHz, DMSO-d6) delta 1.56-1.63 (m, 4H), 2.23 (m, 1H), 3.24-3.32 (m, 2H), 3.81-3.97 (m, 2H), 5.40 (br s, 2H), 8.82 (s, 1H). [M+H]=145.3.

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

Reference£º
Patent; Dart NeuroScience, LLC; Bookser, Brett; Botrous, Iriny; Branstetter, Bryan; Dyck, Brian; Weinhouse, Michael; US2019/177327; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 5631-96-9

The synthetic route of 5631-96-9 has been constantly updated, and we look forward to future research findings.

5631-96-9, 2-(2-Chloroethoxy)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5631-96-9, In a 2 L round bottom flask with magnetic stirrer, add 2-(2-chloroethoxy)tetrahydro-2H-pyran (29.5 mL, 0.200 mol, 1.5 equivalents) to a solution oftert-butyl 4-(4-(4-fluorophenyl)- 1 H-imidazol-2-yl)piperidine- 1 -carboxylate (46.0 g, 0.133mol, 1 equivalent) in dimethyl sulfoxide (DMSO; 460 mL) and KOH pellets (22.4 g, 0.400 mol, 3 equivalents) and heat the mixture at 60C for 18 hours. Add additional 2-(2- chloroethoxy)tetrahydro-2H-pyran (10 mL, 0.067 mol, 0.5 equivalents) and continue heating at 60C for an additional 20 hours. Cool to room temperature and pour thereaction mixture onto ice/water (1.0 L) and extract with EtOAc (2 x 250 mL). Combine the organic layers, wash with water (2 x 750 mL) and saturated aqueous sodium chloride (500 mL), dry over sodium sulphate, filter, and concentrate to an orange oil. Triturate the residue with 1:1 diethyl ether (Et20)/heptane (250 mL), filter the solids and dry under vacuum to give the title compound (47.0 g, 75% yield) as a cream solid; mass spectrum(mlz): 474(M+1).

The synthetic route of 5631-96-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; COATES, David Andrew; JOSEPH, Sajan; WOLFANGEL, Craig Daniel; (28 pag.)WO2016/40078; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 65412-03-5

The synthetic route of 65412-03-5 has been constantly updated, and we look forward to future research findings.

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, Place 5- (4-FORMYLPHENOXY) THIOPHENE-2-CARBOXAMIDE (Example 10, Part C) (0.235 g, 0.948 mmol), 2- (TETRAHYDROPYRAN-4-YL) ETHYLAMINE (0.122 g, 0.996 mmol) and 3A molecular sieves in a vial. Add methanol (4.7 mL), cap and stir overnight. Add NaBH4 (0.0359 g, 0.948 mmol) and stir until the gasses stop evolving. Load the reaction mixture directly onto a 25 g ISCO pre-load column. Dry the column in a vacuum oven at room temperature. Purify by eluting through a 40 g ISCOO column with 5% to 30% (2.0 M NH3 in methanol) in ethyl acetate over 45 minutes to give the title compound : TOF MS ES+ 361.2 (M+H) +, HRMS calcd for CL9H25N203S 361.1586 (M+H) +, found 361.1604, time 0.36 min; HPLC [YMC-Pro pack C-18 (150 x 4.6 mm, S-5 microm), 0.05% TFA/acetonitrile in 0.05% TFA/water at 1.0 mL/min, 10-20% over 5 min, 20-95% over 18], TR = 9. 4 min, 100% purity

The synthetic route of 65412-03-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2004/80996; (2004); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 14774-36-8

14774-36-8, As the paragraph descriping shows that 14774-36-8 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.14774-36-8,(Tetrahydropyran-3-yl)methanol,as a common compound, the synthetic route is as follows.

[00175] At rt, to a suspension of 4,5-dichloro-3,6-dioxocyclohexa-1 ,4-diene-1 ,2- dicarbonitrile (1 .216 g, 5.356 mmol), TBAB (1 .727 mg, 5.356 mmol) and PPh3 (1 .405 g, 5.356 mmol) in DCM (15 mL) was added a solution of 15.1 (360 mg, 3.151 mmol) in DCM (10 mL) dropwise quickly. After addition, the reaction mixture turned to a brown solution and was stirred at rt for another 1 h. Then it was purified by column chromatography on silica gel (pH=8~9, eluent: PE/EA=10:1) directly to give crude title compound (140 mg, 25%) as a colorless oil.

14774-36-8, As the paragraph descriping shows that 14774-36-8 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; HE, Feng; DU-CUNY, Lei; XIAO, Qitao; XUN, Guoliang; ZHENG, Qiangang; (152 pag.)WO2017/149463; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 62071-40-3

The synthetic route of 62071-40-3 has been constantly updated, and we look forward to future research findings.

62071-40-3,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.

To a solution of 2,4-dichloro-i,3,5-triazine (0.93 g, 6.2 mmol) in N,Ndimethylformamide (DMF, 10 mE) at 0 C. were added sequentially N,N-diisopropylethylamine (DIEA, 1.1 mE, 6.5 mmol) and a solution of 4-(oxan-4-yl)aniline (CombiBlocks, 1.0 g, 5.6 mmol) in DMF (5 mE). The mixture was stirred at 0 C. for 30 minutes and then allowed to warm to room temperature overnight. The mixture was diluted with first with toluene and half-saturated aqueous sodium hydrogen carbonate solution and then with ethyl acetate and water. The mixture was filtered through a pad of Celite diatomaceous earth. The aqueous phase was extracted thrice with ethyl acetate. The combined extracts were dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel) to provide 4-chloro-N-(4-(tetrahydro- 2H-pyran-4-yl)phenyl)-i ,3,5-triazin-2-amine.11026] ECMS-ESI (mlz): [M+H] calcd for C,4H,5C1N40: 291.1. found: 291.2

The synthetic route of 62071-40-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Gilead Sciences, Inc.; Du, Zhimin; Guerrero, Juan A.; Kaplan, Joshua A.; Knox, JR., John E.; Lo, Jennifer R.; Mitchell, Scott A.; Naduthambi, Devan; Phillips, Barton W.; Venkataramani, Chandrasekar; Wang, Peiyuan; Watkins, William J.; Zhao, Zhongdong; (593 pag.)US2016/96827; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 624734-17-4

The synthetic route of 624734-17-4 has been constantly updated, and we look forward to future research findings.

624734-17-4, 3-Methoxydihydro-2H-pyran-4(3H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

624734-17-4, Intermediate 18a 3-Methoxy-tetrahydro-pyran-4-one* (1 g, 7.68 mmol), commercially available (R)-(+)-1-phenylethylamine (0.99 ml, 7.68 mmol) and Raney-Nickel (200 mg) in 10 ml of dry ethanol were stirred under a hydrogen atmosphere (5 bar) for 15 days. The reaction mixture was diluted with 20 ml of methanol and 20 ml of tetrahydrofurane, stirred for 15 minutes, filtered on a celite pad and concentrated under vacuum. The crude product was loaded on a SCX cartridge (50 g). The cartridge was washed with methanol and the desired product was eluted with a 7 M solution of ammonia in methanol. The basic organic phase was concentrated under vacuum and the crude product was purified by flash chromatography (dichloromethane/methanol=98/2%) to obtain 710 mg (3.02 mmol) of the desired product as single stereoisomer (diastereoisomeric purity confirmed and relative cis stereochemistry assigned by NMR).GC/MS (method 3B) Rt=35.04 min

The synthetic route of 624734-17-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/4252; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics