Category: 4677-18-3

4677-18-3, 2-(Tetrahydro-2H-pyran-4-yl)ethanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4677-18-3

Example 165: l-(2-Fluorobenzyl)-N-(l-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-1H-pyrazol-4- yl)- 1 H-pyrazo lo [3 ,4-d]pyrimidin-6-amineThe following compound was made according to the procedure in Example 1, using l-(2- (tetrahydro-2H-pyran-4-yl)ethyl)-1H-pyrazol-4-amine and l-(bromomethyl)-2-fluorobenzeneTo prepare l-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-1H-pyrazol-4-amine, diethyl azodicarboxylate (500mg, 451mu1, 2.86mmol) was added dropwise to a solution of 2- (tetrahydro-2H-pyran-4-yl) ethanol (287mg, 2.2mmol), 4-nitropyrazole (250mg, 2.2mmol), and triphenylphosphine (696mg, 2.64mmol) in anhydrous THF (lOmL). The reaction mixture was stirred at rt for 2h, diluted with DCM (lOOmL) and washed with water (50mL). The organics were collected, dried over MgS04, filtered and reduced in vacuo. The crude product was purified by flash chromatography (Petroleum ether 100% to petroleum ether/ethyl acetate, 70:30) to give the desired intermediate. The residue was dissolved in methanol (lOmL), palladium on carbon (50mg) was added and the reaction was stirred under a balloon of hydrogen for 18h. The resulting mixture was filtered through Celite and the filtrate concentrated in vacuo to afford l-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-1H-pyrazol-4-amine which was used without further purification. 1H NMR (d6-DMSO) delta 9.88 (s, 1H), 8.92 (s, 1H), 8.19 – 7.99 (m, 2H), 7.57 (s, 1H), 7.40 – 7.32 (m, 1H), 7.30 – 7.19 (m, 2H), 7.19 – 7.12 (m, 1H), 5.60 (s, 2H), 4.13 (t, J = 7.0 Hz, 2H), 3.80 (dd, J = 11.5, 2.6 Hz, 2H), 3.21 (td, J = 11.5, 1.8 Hz, 2H), 1.72 (q, J = 7.0 Hz, 2H), 1.58 (dd, J = 12.8, 1.8 Hz, 2H), 1.50 – 1.33 (m, 1H), 1.26 – 1.10 (m, 2H); LC-MS method B, (ES+) 422.1, RT = 8.81min.

The synthetic route of 4677-18-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CELLZOME LIMITED; RAMSDEN, Nigel; HARRISON, Richard John; OXENFORD, Sally; BELL, Kathryn; PITON, Nelly; DAGOSTIN, Claudio; BOUSSARD, Cyrille; RATCLIFFE, Andrew; WO2011/48082; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

4677-18-3,4677-18-3, 2-(Tetrahydro-2H-pyran-4-yl)ethanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: DIPEA (9.42mmol) was added to a solution of N-(tert-butoxycarbonyl)-1-methyl-d-tryptophan (3.14mmol), the appropriate alcohol or amine (3.14mmol) and HATU (3.14mmol) in acetonitrile (30mL) at 0C, and the solution was allowed to warm to rt. After stirring overnight (17h), the reaction was diluted with water (50mL) and the product was extracted with CH2Cl2 (3¡Á50mL). The combined organic extract was washed with water (25mL), brine (25mL) dried over Na2SO4 and concentrated under reduced pressure to afford the crude. Chromatographic purification afforded the desired product.

The synthetic route of 4677-18-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Adams, James; Brincks, Erik L.; Jaipuri, Firoz A.; Kumar, Sanjeev; Link, Charles; Marcinowicz, Agnieszka; Mautino, Mario R.; Potturi, Hima; Vahanian, Nicholas; Van Allen, Clarissa; Waldo, Jesse P.; Zhuang, Hong; European Journal of Medicinal Chemistry; vol. 198; (2020);,
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.4677-18-3,2-(Tetrahydro-2H-pyran-4-yl)ethanol,as a common compound, the synthetic route is as follows.,4677-18-3

General procedure: To the solution of 2-tetrahydropyran-4-ylethanol (13.26 1iL, 1 equiv.) in THF (500 1iL) at 0C, DIPEA (24.4 1iL, 1.4 equiv.) and triphosgene (11.9 mg, 0.4 equiv.) were added. Reaction mixture was stirred at 0 C for 15 mm, and at RT for 15 mm. Then DIPEA was added (48.8 1iL, 2.8 equiv.), followed by the solution of 3-[1-(azetidin-3-ylsulfonyl)-4-piperidyl]-1H-pyrrolo[2,3-b]pyridine (32 mg, 1 equiv.) in THF (1 mL). The reaction mixture was left to stir at room temperature overnight. Solvent was removed in vacuo, and the obtained residue was purified by flash chromatography on silica gel (eluting with DCM / MeOH gradient; 0-10 % of MeOH). After collecting the appropriate fractions, solvent was removed in vacuo and the obtained white solid was triturated with diethyl ether toafford the expected product (19.24 mg). LCMS: IVIW (calcd): 476.59; MS (ES, m/z):477.71 [M+H].

The synthetic route of 4677-18-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; E-THERAPEUTICS PLC; RO?CIC, Maja; KOLUND?IC, Filip; ?IHER, Dinko; POLJAK, Tanja; VADLAMUDI, Srinivasamurthy; STUBBERFIELD, Colin; (503 pag.)WO2018/78360; (2018); 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.4677-18-3,2-(Tetrahydro-2H-pyran-4-yl)ethanol,as a common compound, the synthetic route is as follows.

d) To a solution of 300 mg (2.2 mmol) of 2-(tetrahydro-2H-pyran-4-yl)ethanol in 10 mL of DCM at 05C TEA (0.38 mL, 2.7 mmol) and methanesulfonyl chloride (0.19 mL, 2.5 mmol) were added. The mixture was allowed to warm to room temperature and stirred at this temperature overnight. The reaction was stirred with saturated NaHC03 for 15 min and the aqueous phase was extracted with DCM (x3). The combined organic layers were dried over MgS04, filtered and concentrated to quantitatively yield 2-(tetrahydro-2H-pyran-4-yl)ethyl methanesulfonate as a colorless oil.

4677-18-3, 4677-18-3 2-(Tetrahydro-2H-pyran-4-yl)ethanol 17750944, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics