Category: 5631-96-9

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

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

General procedure: A mixture of 3 (2.64 g, 4.02 mmol), commercially available 2-(2-chloroethoxy) tetrahydro-2H-pyran (4) (0.79 g, 4.82 mmol), K2CO3 (1.11 g, 8.04 mmol) and KI (0.13 g, 0.80 mmol) in N,N-dimethylformamide (DMF) (40 mL) under argon was stirred overnight at 90C. After cooling to room temperature, themixture was diluted with CHCl3 (200 mL) and H2O (200 mL). The aqueous phase was extracted with CHCl3 (100 mL, twice), and the combined organic phases were washed with brine (50 mL), dried over MgSO4 and evaporated to give crude 5. Purification of the crude sample by column chromatography over silica gel (hexane/EtOAc) gave pure 5 (1.22 g, 39% yield)., 5631-96-9

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

Reference£º
Article; Hattori, Yoshiyuki; Hara, Eriko; Shingu, Yumiko; Minamiguchi, Daiki; Nakamura, Ayako; Arai, Shohei; Ohno, Hiroaki; Kawano, Kumi; Fujii, Nobutaka; Yonemochi, Etsuo; Biological and Pharmaceutical Bulletin; vol. 38; 1; (2015); p. 30 – 38;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

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

General procedure: To the above THP ether solution(1 mmol)in methanol (10 mL),5 mol % bismuth trichloridewas added. The reaction mixture was stirred forappropriate time as provided in Table 1 at roomtemperature. The reaction was monitored by TLC.After completion of the reaction water was added tothe reaction mixture and the product was extractedwith ethyl acetate (3×25 mL). Later the combinedorganic layer was washed with brine, dried overanhydrous sodium sulphate and concentrated invacuum to give a crude mass, which was purifedover silica gel column to afford parent alcohol inquantitative yield., 5631-96-9

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

Reference£º
Article; Vijaya Durga; Balamurali Krishna; Baby Ramana; Santha Kumari; Vijay; Hari Babu; Oriental Journal of Chemistry; vol. 33; 2; (2017); p. 1030 – 1034;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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, (1) 15 ml of dimethylformamide, 1.06 g of 2-(tetrahydropyran-2-yl-oxy)ethyl chloride, 0.97 g of potassium carbonate and 0.1 g of potassium iodide were added to 1.30 g of 1,2,3,3a,4,5,6,7-octahydro-7-oxo-azepino[1,2,3-lm]-beta-carboline, and the mixture was stirred at 80 C. for 4 hours. After the reaction was completed, the reaction mixture was poured into ice-water and the aqueous mixture was extracted with ethyl acetat. The extract was washed with water, dried and condensed. The oily residue thus obtained was purified by silica gel chromatography (Solvent: 1% methanol-chloroform), whereby 934 mg of 1,2,3,3a,4,5,6,7-octahydro-3-[2-(tetrahydropyran-2-yl-oxy)ethyl]-7-oxo-azepino[1,2,3-lm]-beta-carboline were obtained as an oil. Yield: 47% IRnumaxfilm (cm-1): 1695, 1620, 760 Mass (m/e): 368 (M+) NMR (delta, CDCl3): 8.67-8.30 (m, 1H, aromatic); 7.73-7.13 (m, 3H, aromatic); 4.63 (broad, 1H STR34 4.83-2.52 (m, 13H); 2.50-1.00 (m, 10H)

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

Reference£º
Patent; Tanabe Seiyaku Co., Ltd.; US4228168; (1980); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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, Example 19 (+-)-3-{1-[2-(Tetrahydro-2H-pyran-2-yloxy)ethyl]-trans-3,4-dimethylpiperidinyl}phenol To a solution of (+-)-3-(trans-3,4-dimethylpiperidinyl)phenol (60 mg, 0.29 mmol) in N,N-dimethylformamide (2.5 mL) at room temperature was added sodium hydrogencarbonate (27 mg, 0.32 mmol), sodium iodide (48 mg, 0.32 mmol) and 2-chloroethyl tetrahydro-2H-pyran-2-yl ether (52 mg, 0.32 mmol) in N,N-dimethylformamide (2.0 mL). The mixture was heated at 120 C. for 1.5 hours, cooled and then water (30 mL) and ethyl acetate (10 mL) were added. The two layers were separated and the aqueous layer was extracted with ethyl acetate (2*10 mL) and the combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to give a crude oil. This was purified by preparative HPLC on a Dynamax column, 42*250 mm; flow 8.0 mL min-1; employing U.V. detection at 275 nm; eluant gradient of acetonitrile:0.05 M aqueous ammonium acetate solution (90:10 to 10:90) to afford the title compound as its acetate salt. 1H-NMR (selected data from the acetate salt): 0.81 (d, 3H), 1.30 (s, 3H), 1.40-1.92 (m, 7H), 2.01-2.10 (m, 1H), 2.35 (m, 1H), 2.50-2.82 (m, 5H), 2.98 (m, 1H), 3.42-3.62 (m, 2H), 3.82-3.95 (m, 2H), 4.60 (m, 1H), 6.64 (d, 1H), 6.70-6.83 (m, 2H), 7.15 (t, 1H). MS (APCI+): m/z [MH+] 334.4; C20H31NO3+H requires 334.2.

As the paragraph descriping shows that 5631-96-9 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc.; US6518282; (2003); B1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

tert-Butyl 3-(3-(4-(2-hydroxyethoxy)phenyl)-2-oxoimidazolidin-1-yl)-2,6-dioxopiperidine-1- carbox late: (1580) A reaction vessel is charged with tert-butyl 3-(3-(4-hydroxyphenyl)-2-oxoimidazolidin-1- yl)-2,6-dioxopiperidine-1-carboxylate (1 equiv.), potassium carbonate (2 equiv.) and DMF (0.5 M).2-(2-Chloroethoxy)tetrahydro-2H-pyran (1.1 equiv.) is added and the reaction is heated at 110 C for 12 hours. The reaction is then cooled to ambient temperature and concentrated. The residue is taken up in water and ethyl acetate and the layers separated. The aqueous layer is extracted with ethyl acetate (2x). The combined organic layer is washed with brine, dried over sodium sulfate, filtered and concentrated. The crude residue is used directly in the following reaction.

As the paragraph descriping shows that 5631-96-9 is playing an increasingly important role.

Reference£º
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; CHEN, Chi-li; DUPLESSIS, Martin; HE, Minsheng; LAZARSKI, Kiel; (980 pag.)WO2017/197051; (2017); 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.5631-96-9,2-(2-Chloroethoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

5631-96-9, General procedure: A mixture of 3 (2.64 g, 4.02 mmol), commercially available 2-(2-chloroethoxy) tetrahydro-2H-pyran (4) (0.79 g, 4.82 mmol), K2CO3 (1.11 g, 8.04 mmol) and KI (0.13 g, 0.80 mmol) in N,N-dimethylformamide (DMF) (40 mL) under argon was stirred overnight at 90C. After cooling to room temperature, themixture was diluted with CHCl3 (200 mL) and H2O (200 mL). The aqueous phase was extracted with CHCl3 (100 mL, twice), and the combined organic phases were washed with brine (50 mL), dried over MgSO4 and evaporated to give crude 5. Purification of the crude sample by column chromatography over silica gel (hexane/EtOAc) gave pure 5 (1.22 g, 39% yield).

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

Reference£º
Article; Hattori, Yoshiyuki; Hara, Eriko; Shingu, Yumiko; Minamiguchi, Daiki; Nakamura, Ayako; Arai, Shohei; Ohno, Hiroaki; Kawano, Kumi; Fujii, Nobutaka; Yonemochi, Etsuo; Biological and Pharmaceutical Bulletin; vol. 38; 1; (2015); p. 30 – 38;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

STEP A: 3-[1-(2-{2-tetrahydropyranyloxy}-ethyl)-1,2,3,6-tetrahydro-4-pyridinyl]-1H-indole A solution of 6.93 g of 3-(1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole [described in French Pat. No. 2,362,628] dissolved at 100 C. in 70 ml of isobutyl methyl ketone admixed with 11.13 g of sodium carbonate and 14 ml of 2-(2-chloroethoxy)-tetrahydro-2H-pyran was refluxed with stirring under an inert atmosphere for 51/2 hours and was then cooled and poured into ice water. The mixture was extracted with ethyl acetate and the organic phase was washed with water, with aqueous sodium chloride solution, dried and evaporated to dryness. The 9.9 g of crystalline residue was chromatographed over silica gel and eluted with an 85-10-5 chloroform-acetonetriethylamine mixture to obtain 7.85 g of 3-[1-(2-{2-tetrahydropyranyloxy}-ethyl)-1,2,3,6-tetrahydro-4-pyridinyl]-1H-indole in the form of crystals melting at 135 C., 5631-96-9

As the paragraph descriping shows that 5631-96-9 is playing an increasingly important role.

Reference£º
Patent; Roussel Uclaf; US4324790; (1982); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics