Brief introduction of 25637-16-5

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

A mixture containing 3-methylindolin-2-one (1.0 g, 6.79 mmol) in 10 mL of THF was treated with TMEDA (1.1 mL, 7.3 mmol) and cooled to -78 . A 2.5 M solution of n-BuLi in THF (6.5 mL, 16 mmol) was added dropwise, followed by 4-bromotetrahydro-2H-pyran (1.3 g, 8.2 mmol) . The reaction mixture was allowed to warm to RT over a 2 hour period, then stirred at that temperature overnight. The reaction mixture was concentrated to dryness, then dissolved in 10 mL of DCM and treated at 0 with NBS (1.33 g, 7.47 mmol) . The mixture was then stirred for 1 hour and concentrated to dryness. Chromatography on SiO2(0-50EtOAc/DCM) gave the title product (1K-2) . MS (EI) calc’d for C14H17BrNO2[M+H]+, 310 found, 310.

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; MERCK SHARP & DOHME CORP.; ACHAB, Abdelghani Abe; CHRISTOPHER, Matthew P.; FRADERA LLINAS, Francesc Xavier; KATZ, Jason D.; METHOT, Joey L.; ZHOU, Hua; XU, Shimin; FU, Jianmin; FU, Ning; LI, Yabin; WANG, Xichao; (228 pag.)WO2017/166104; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 25637-16-5

25637-16-5, 25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various.

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

Sodium sulphide (42.2 g; 35%; 188.8 mmol) and sulphur (3.33 g; 104 mmol) are suspended in water (120 ml) and the suspension is stirred for 1.5 hours at 60 C. Benzene (250 ml), followed by tetrabutylammonium bromide (0.61 g; 1.89 mmol) and 4-bromo-tetrahydropyran (7.79 g; 47.2 mmol) are added and the entire mixture is stirred at 60 C. for four hours. The reaction mixture is poured on to ice-water and extracted twice with ether. The organic phase is dried over sodium sulphate, the salts are filtered off and the solvent is evaporated off. [01206] Yield: 2.41 g (44%) 4,4′-dithiobis-tetrahydropyran as a yellow oil. MS (ISP): 234 (M)+

25637-16-5, 25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Basilea Pharmaceutica AG; US6821980; (2004); B1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 25637-16-5

25637-16-5, 25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

Example 71; 9- [4- (tetrahydro-2H-pyran-4-yloxy) phenyl] -3, 4- dihydropyrido [2, 1-c] [1, 2, 4] thiadiazine 2,2-dioxideA mixture of potassium carbonate (750 mg) , 4- bromotetrahydro-2H-pyran (896 mg) , sodium iodide (814 mg) and 4- (2, 2-dioxido-3, 4-dihydropyrido [2, 1-c] [1,2, 4] thiadiazin-9- yl)phenol (300 mg) in DMSO (5 mL) was stirred at 150Covernight and 160C for 24 hr. The mixture was poured into IN NaOH aq. and extracted with EtOAc. The organic layer was separated, washed with IN NaOH aq. and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography (NH silica gel, eluted with MeOH in EtOAc) to give a white solid (66.6 mg) . The solid was purified by preparative HPLC (C18, eluted with H20 in acetonitrile containing 0.1% TFA) . The desired fraction was neutralized with sat. NaHC03 aq. and extracted with EtOAc. The organic layer was separated, dried over anhydrousmagnesium sulfate and concentrated in vacuo to give the title compound (17.0 mg) as a white solid.XH NMR (300 MHz, DMSO-d6) delta 1.46-1.73 (2H, m) , 1.99 (2H, dd, J = 13.1, 4.0 Hz), 3.38-3.58 (4H, m) , 3.76-3.99 (2H, m) , 4.56-4.75 (3H, m) , 6.69 (1H, t, J = 6.8 Hz), 6.95-7.08 (2H, m) ,7.40-7.52 (2H, m) , 7.59 (1H, dd, J = 7.2, 1.5 Hz), 7.74 (1H, dd, J = 6.4, 1.5 Hz) .

25637-16-5, 25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KORI, Masakuni; IMAEDA, Toshihiro; NAKAMURA, Shinji; TOYOFUKU, Masashi; HONDA, Eiji; ASANO, Yasutomi; UJIKAWA, Osamu; MOCHIZUKI, Michiyo; WO2012/20848; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 25637-16-5

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

[00315] To 2.8h (30 mg, 0.079 mmol) and 4-bromotetrahydro-2H-pyran (91 mg , 0.552 mmol) in DMSO (Volume: 1 ml_), cesium carbonate (90 mg, 0.276 mmol) was added and stirred at 60 C for 2 hours or until done by LCMS. The crude solution containing the desired product 2.16a was taken to the next step, assume in quantitative yield, used as is. LC-MS (m/z): 465.4 [M+H]+, 0.89 min.

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

Reference£º
Patent; NOVARTIS AG; FU, Jiping; KARUR, Subramanian; PFISTER, Keith Bruce; (110 pag.)WO2018/73753; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 25637-16-5

The synthetic route of 25637-16-5 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.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.,25637-16-5

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 min before it was cooled to 0C. 3- Fluoropicolinaldehyde (1.20 g, 9.59 mmol) was added drop wise. The reaction mixture was then stirred for 30 min. 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 layers were separated. The aqueous layer was washed 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 crude 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. NMR (400 MHz, CDCh) delta 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).

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; VACCARO, Wayne; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; DELUCCA, George V.; DESKUS, Jeffrey A.; HAN, Wen-Ching; KUMI, Godwin Kwame; SCHMITZ, William D.; STARRETT, John E., JR.; HILL, Matthew D.; HUANG, Hong; (563 pag.)WO2016/183118; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 25637-16-5

25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various.

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

In a 20 mL pressure-resistant reaction tube, 40 mg (0.2 mmol) of 2- (4-methoxyphenoxy) pyridine was added,(0.6 mmol) of 4-bromotetrahydropyran, 6 mg (0.01 mmol) of dichlorobis (4-methylisopropylphenyl) ruthenium, 55 mg (0.4 mmol) of potassium carbonate,11 mg (0.06 mmol) 1-adamantane acid, 1.5 mL benzene,Sealed under nitrogen, heated to 120 C reaction, stirred for 24 hours, after the reaction, the column chromatography,The desired product 2- (4-tetrahydropyranylphenoxy) pyridine 33mg, 58% yield.

25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; Anyang Normal University; Li Gang; Yang Suling; Sun Kai; Liu Leilei; Li Zhimin; Lv Xulu; (6 pag.)CN107089940; (2017); A;,
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 mixture of 5-amino-3-(4-bromophenyl)-1-cyclopentyl-pyrazole-4-carbonitrile (0.30 mmol), cesium carbonate (0.91mmol) and 2-bromopropane (0.72 mmol) in DMF (10 mL)was heated to 50 C for 16 h. After work-up and purification the titled compound was afforded (0.13 mmol) as a brown solid. UPLC-MS: (ES, Short acidic): 2.45 mi mlz 375.0 [M+2]

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

Reference£º
Patent; REDX PHARMA PLC; GUISOT, Nicolas; (266 pag.)WO2017/103611; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 25637-16-5

25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

In a glass flask having inner volume of 20 ml provided with stirrer, the thermometer, and the reflux condenser, 1.69 g (10.2mmol) of 4-bromotetrahydrofuran, potassium cyanide 1.0g (15.4mmol), and 10 ml of dimethyl sulfoxide were added and the mixture was reacted at 80 degrees C for 7 hours. After completion of the reaction, the reaction mixture was analyszed by gas chromatography (internal standard method), 0.10 g of 4-cyanotetrahydropyran was obtained (reaction yield: 9%).

25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; UBE INDUSTRIES LIMITED; NISHINO, SHIGEYOSHI; HIROTSU, KENJI; SHIMA, HIDEYOSHI; IWAMOTO, KEIJI; HARADA, TAKASHI; (13 pag.)JP5673729; (2015); B2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics