Downstream synthetic route of 65412-03-5

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

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, General procedure: To a 20 mL vial was weighed (S)-3-(methylcarbamoyl)-1-(1-phenylethyl)-1H-pyrazole-5-carboxylic acid (0.027 g, 0.1 mmol) x 14 = 383 mg and HATU (0.042 g, 0.110 mmol) x 14 = 586 mg. To this vial was added DMF (0.5 mL) x 14 = 7 mL and DIPEA (0.050 mL, 0.286 mmol) x 14 = 700 muL. The mixture was stirred for 5 min and then aliquoted into vials (550 muL) each containing the appropriate pre-weighed amine (0.120 mmol). (NOTE: additional DIPEA (0.050 mL, 0.286 mmol) was added to amines which were HCl salts). The mixture was allowed to react for 66 h. T3P (100 muL, 50 wt% in EtOAc) and DIPEA (0.050 mL, 0.286 mmol) were added and after 5 min additional amine (0.120 mmol) was added. The mixtures were reacted for a further 24 h. The reactions were purified by MDAP (High pH) and concentrated to give:-

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

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; LIWICKI, Gemma Michele; LUCAS, Simon Christopher Cranko; PRESTON, Alexander G; SEAL, Jonathan, Thomas; WALL, Ian David; WATSON, Robert J; (0 pag.)WO2018/158212; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 125552-89-8

The synthetic route of 125552-89-8 has been constantly updated, and we look forward to future research findings.

125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 4-(bromomethyl)tetrahydropyran (300.00 mg, 1.68 mmol, 1.00 eq) and potassium thioacetate (575.62 mg, 5.04 mmol, 3.00 eq) were dissolved in DMF (10.00 mL). The resulting mixture was then stirred at 25 C for 3 h under N2 atmosphere. The reacting solution was quenched with sat. aq. NaHC03 solution (50 mL) and extracted with DCM (50 mL x 3). The combined organic layers were concentrated under reduced pressure to afford S- (tetrahydropyran-4-ylmethyl) ethanethioate (245.00 mg, 1.41 mmol, 83.69% yield) as black brown oil. The product was confirmed by LC-MS and used directly for the next step without further purification., 125552-89-8

The synthetic route of 125552-89-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; (94 pag.)WO2017/132474; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 1245724-46-2

The synthetic route of 1245724-46-2 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.1245724-46-2,(S)-Tetrahydro-2H-pyran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.

A mixture of ketone Int-140-40 (13.0 mg, 0.036 mmol), (S)-3- aminotetrahydropyran hydrochloride (10.0 mg, 0.072 mmol) and DIPEA (13 muL, 0.072 mmol) in 1,2-dichloroethane (1.5 mL) was stirred at room temperature for 10 min. To the mixture were added NaBH(OAc)3 (23.0 mg, 0.108 mmol) and AcOH (6 muL, 0.108 mmol). The resulting mixture was stirred at room temperature overnight. After filtration through Celite, the filtrate was concentrated under reduced pressure. The reside was purified by preparative-TLC (CH2Cl2:MeOH = 95:5) to give Compound 140 as yellow oil (14.1 mg, 88% yield). LCMS: (M+1) m/z = 444, 1245724-46-2

The synthetic route of 1245724-46-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE SCRIPPS RESEARCH INSTITUTE; BLACKTHORN THERAPEUTICS, INC.; ROBERTS, Edward; GUERRERO, Miguel A.; URBANO, Mariangela; ROSEN, Hugh; JONES, Rob; LAXAMANA, Candace Mae; ZHAO, Xianrui; TURTLE, Eric Douglas; (331 pag.)WO2018/170492; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 25637-16-5

As the paragraph descriping shows that 25637-16-5 is playing an increasingly important role.

25637-16-5, 4-Bromotetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Bromooxane (3.17 g, 19.2 mmol) was added drop wise to a stirred suspension of magnesium (466 mg, 19.2 mmol) and one crystal of iodine in THF (26 mL) at ambient temperature. The reaction mixture was stirred for 30 mm before it was cooled in an ice-water bath. 3-Fluoropicolinaldehyde (1.20 g, 9.59 mmol) was added drop wise. The reaction mixture was then stirred for 30 mm. The reaction mixture was quenched with saturated aqueous ammonium chloride (40 mL) and diluted with ethyl acetate (100 mL) and water (30 mL). The product was extracted into the organic phase before the layerswere separated. The aqueous layer was extracted with a second portion of ethyl acetate (50 mL), and the combined organics were dried over sodium sulfate. The volatiles were removed under reduced pressure. The cmde reaction material was purified using silica gel column chromatography. (3-Fluoropyridin-2-yl)(oxan-4-yl)methanol (1.47 g, 6.96 mmol, 73 % yield) was isolated as a colorless oil. ?H NMR (400 MHz, CDC13) 8.40-8.45 (m, 1H), 7.40-7.46 (m, 1H), 7.27-7.33 (m, 1H), 4.83-4.88 (m, 1H), 4.00 (td, J=2.14,11.37 Hz, 2H), 3.36 (ddt, J=2.20, 9.23, 11.77 Hz, 2H), 1.90-2.03 (m, 1H), 1.65-1.78 (m,1H), 1.57 (dq, J=4.65, 12.47 Hz, 1H), 1.39-1.49 (m, 2H)., 25637-16-5

As the paragraph descriping shows that 25637-16-5 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; QUESNELLE, Claude A.; HARIKRISHNAN, Lalgudi S.; HILL, Matthew D.; (180 pag.)WO2016/183114; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 110238-91-0

As the paragraph descriping shows that 110238-91-0 is playing an increasingly important role.

110238-91-0, Methyl tetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Methyl tetrahydro-2H-pyran-4-carboxylate (10 g, 69 mmol) was stirred in ammonium hydroxide(35percent, 500 mL) for 2 d. The reaction mixture was concentrated in vacuo. The white residual solid wasrecrystallized from ethanol to give oxane-4-carboxamide (6.1 g, 69 percent) as colourless plates.1H-NMR (CDCl3, 500 MHz): 3.86 (2H, dt, J 11.4, 3.3, 2¡Á2-HA), 3.38?3.29 (2H, m, 2¡Á2-HB), 2.43?2.31(1H, m, 4-H), 1.71?1.56 (4H, m, 2¡Á3-H2);13C-NMR (CDCl3, 75 MHz): 180.3, 68.3, 42.5, 30.4;HRMS (ESI+): Calculated for C6H11NaNO ([M+Na]+): 152.0682. Found: 152.0678, Delta ?2.6 ppm., 110238-91-0

As the paragraph descriping shows that 110238-91-0 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
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 137052-08-5

137052-08-5 1-(Tetrahydro-2H-pyran-4-yl)ethanone 9877365, aTetrahydropyrans compound, is more and more widely used in various fields.

137052-08-5, 1-(Tetrahydro-2H-pyran-4-yl)ethanone is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: General Procedure: All catalytic hydrogenation experiments using molecular hydrogen were carried out in a Parr Instruments autoclave (300 mL) advanced with an internal alloy plate include up to 8 uniform reaction vials (4 mL) equipped with a cap and needle penetrating the septum. Representative experiment: Under an argon atmosphere, a vial was charged with Manganese Complex of example 2.1 and base which were dissolved in 2 mL of dried solvent. The resulting red solution was stirred briefly before the ketone or ketoester (0.5 or 1 mmol) was added. The vial was placed in the alloy plate which was then placed into the autoclave. Once sealed, the autoclave was purged 5 times with hydrogen, then pressurized to 30 bar and heated to desired temperature. Afterwards, the autoclave was cooled to RT, depressurized, and the reaction mixture was analyzed by GC-FID or HPLC as well as GC-MS. Product isolation was performed via column chromatography using silica gel as stationary phase and w-pentane / ethylacetate or w-pentane / acetone mixture as eluent. Individual reaction conditions: [a] 2 mol cat., 5 mol NaOiBu, 0.5 mmol substrate, 30 bar, 3h, 50 C, EtOH (1,5 mL) [b] 2 mol cat., 5 mol NaOiBu, 0.5 mmol substrate, 30 bar, 3h, 70 C, EtOH (1,5 mL) [c] 2 mol% cat., 5 mol% NaOiBu, 0.5 mmol substrate, 30 bar, 3h, 50 C, toluene (1,5 mL) [d] 2 mol% cat., 5 mol% NaOiBu, 0.5 mmol substrate, 30 bar, 3h, 50 C, z’PrOH (1,5 mL) [e] 2 mol% cat., 5 mol% NaOiBu, 0.5 mmol substrate, 30 bar, 3h, 50 C, /PrOH (1,5 mL) [f] 1 mol% cat., 5 mol% KOiBu, 0.5 mmol substrate, 30 bar, 4-5h, 40 C, tert-amyl alcohol (1,5 mL) [g] 1 mol% cat., 5 mol% KOiBu, 0.5 mmol substrate, 30 bar, 16h, 50 C, toluene (1,5 mL) [h] 2 mol% cat., 5 mol% KOiBu, 0.5 mmol substrate, 30 bar, 8h, 100 C, dioxan (1,5 mL) [i] 1 mol% cat., 5 mol% KOiBu, 1 mmol substrate, 30 bar, 4h, 30 C, 1,4-dioxane (2 mL) [j] 1 mol% cat., 5 mol% KOiBu, 1 mmol substrate, 30 bar, 4h, 40 C, tert-amyl alcohol (2 mL) [k] 1 mol% cat., 5 mol% KOiBu, 1 mmol substrate, 30 bar, 4h, 80 C, tert-amyl alcohol (2 mL) [1] 2 mol% cat., 5 mol% KOiBu, 1 mmol substrate, 30 bar, 4h, 50 C, toluene (2 mL) [m] 2 mol% cat., 5 mol% KOiBu, 1 mmol substrate, 30 bar, 4h, 80 C, tert-amyl alcohol(2 mL) [n] 2 mol% cat., 5 mol% NaOiBu, 0.5 mmol substrate, 30 bar, 3h, 70 C, PrOH (1,5 mL) [o] 2 mol% cat., 5 mol% NaOiBu, 0.5 mmol substrate, 30 bar, lh, 50 C, /PrOH (1 mL) SP = side product (Hydrogenation of double bond) Table 1:, 137052-08-5

137052-08-5 1-(Tetrahydro-2H-pyran-4-yl)ethanone 9877365, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BACHMANN, Stephan; BELLER, Matthias; GARBE, Marcel; JUNGE, Kathrin; SCALONE, Michelangelo; (41 pag.)WO2018/189060; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 5631-96-9

5631-96-9 2-(2-Chloroethoxy)tetrahydro-2H-pyran 254951, aTetrahydropyrans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5631-96-9,2-(2-Chloroethoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

5631-96-9, NaH 60% suspension in mineral oil (6.659 g, equivalent to 3.995 g of NaH, 0.166 mol, 1 .2 eq) was weighed into a flame-dried flask and washed with hexanes (2 x 50 mL) under nitrogen atmosphere. Residual hexanes were allowed to evaporate under nitrogen flow before suspending the NaH in dry THF and cooling to 0 C. 1 (10.000 g, 0.139 mol) was dissolved in dry THF (20 mL) and dry DMF (30 mL) before adding dropwise over 30 minutes to the suspended NaH with stirring. The mixture was brought to rt before dropwise addition of 2-chloroethoxytetrahydro–?/-/- pyran (30.71 mL 0.208 mol 1 .5 eq) in dry THF (20 mL) over 30 minutes. The mixture was stirred at rt overnight before quenching with MeOH (20 mL). All solvents were removed before dissolving the residue in Et20 (200 mL) and washing with water (2 x 150 mL) and brine (150 mL). After removal of solvent, the resulting crude oil was purified by flash column chromatography (eluent DCM) to give 5.878 g colourless oil.

5631-96-9 2-(2-Chloroethoxy)tetrahydro-2H-pyran 254951, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; THE UNIVERSITY OF NOTTINGHAM; MISTRY, Shailesh; DARAS, Etienne; FROMONT, Christophe; JADHAV, Gopal; FISCHER, Peter Martin; KELLAM, Barrie; HILL, Stephen John; BAKER, Jillian Glenda; WO2012/4549; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 25637-16-5

The synthetic route of 25637-16-5 has been constantly updated, and we look forward to future research findings.

25637-16-5, 4-Bromotetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The compound (64 mg, 0.2 mmol) obtained in step 217 1 was dissolved in 6 dichloromethane (2.0 mL), 8 triethylamine (82 muL, 0.60 mmol) and 111 di-tert-butyl dicarbonate (48 mg, 0.22 mmol) were added, and the mixture was stirred at room temperature for two nights. To the reaction mixture was added 72 water, and the mixture was extracted with dichloromethane. The organic layer was washed with saturated brine, and dried over sodium sulfate. The desiccant was filtered off, and the solvent was evaporated. To a residue (46 mg, 0.12 mmol) weighed from the obtained residue (77 mg, 0.2 mmol) were added 101 potassium carbonate (82 mg, 0.59 mmmol), 219 potassium iodide (2.0 mg, 0.012 mmol), 97 N,N-dimethylformamide (1.5 mL) and 220 4-bromotetrahydropyran (33 muL, 0.30 mmol) and the mixture was stirred at 100C overnight. The reaction mixture was neutralized with 0.1% aqueous trifluoroacetic acid solution, and purified by high performance liquid chromatography (water-acetonitrile, each containing 0.1% 41 trifluoroacetic acid) to give the 221 title compound (5 mg, 0.011 mmol, 9.2%). MS (ESI) m/z 470 (M+H)+, 25637-16-5

The synthetic route of 25637-16-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EA Pharma Co., Ltd.; KOBAYASHI, Kaori; SUZUKI, Tamotsu; OKUZUMI, Tatsuya; (110 pag.)EP3412664; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 389621-77-6

389621-77-6, The synthetic route of 389621-77-6 has been constantly updated, and we look forward to future research findings.

389621-77-6, 2-(Tetrahydro-2H-pyran-4-yl)ethanamine hydrochloride is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-Bromo-N-(3,5-dibromopyrazin-2-yl)acetamide (3.30 g, 8.83 mmol) and 2-(tetrahydro-2H-pyran-4-yl)ethanamine hydrochloride (1.46, 8.83 mmol) and diisopropyl ethylamine (6.67 mL, 35.3 mmol) were combined and heated at 85 C. Upon complete consumption of starting material (by TLC), the reaction solution was condensed and purified using silica gel column chromatography (0-100% ethyl acetate in hexanes) to afford the title compound (1.53 g, 4.48 mmol, 50% yield).

389621-77-6, The synthetic route of 389621-77-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Mortensen, Deborah S.; Sapienza, John; Lee, Branden G.S.; Perrin-Ninkovic, Sophie M.; Harris, Roy; Shevlin, Graziella; Parnes, Jason S.; Whitefield, Brandon; Hickman, Matt; Khambatta, Gody; Bisonette, Rene R.; Peng, Sophie; Gamez, Jim C.; Leisten, Jim; Narla, Rama Krishna; Fultz, Kimberly E.; Sankar, Sabita; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1588 – 1591;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 29943-42-8

29943-42-8 Dihydro-2H-pyran-4(3H)-one 121599, aTetrahydropyrans compound, is more and more widely used in various fields.

29943-42-8, Dihydro-2H-pyran-4(3H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: Synthesis of Compound A2To a solution of 75 g (0.75 mol) of compound Al in THF (150 mL) is added a suspension of 28.4 g (0.75 mol) L1AIH4 in THF (600 mL) under nitrogen atmosphere maintaining the temperature below 30 C with the aid of an ice-bath. Then the reaction is allowed to warm to room temperature and stirred for 5 h. The reaction is quenched by addition of saturated aqueous NH4C1 solution until effervescence ceased. The resulting precipitate is removed by filtration through Celite and washed with THF (150 mL). The filtrate is concentrated under reduced pressure to afford 71.1 g of compound A2 as a pale yellow oil. Yield: 92%, ]H NMR (500 MHz, CHLOROFORM-d) delta ppm 1.54 (2 H, m, 7=13.37, 9.55, 9.55, 4.22 Hz), 1.81 – 1.92 (2 H, m), 2.11 (1 H, br. s.), 3.38 – 3.47 (2 H, m), 3.83 (1 H, tt, 7=9.10, 4.38 Hz), 3.94 (2 H, dt, 7=11.88, 4.15 Hz), 29943-42-8

29943-42-8 Dihydro-2H-pyran-4(3H)-one 121599, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; ZINDELL, Renee, M.; ERMANN, Monika; WO2011/109324; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics