New learning discoveries about 19752-84-2

The synthetic route of 19752-84-2 has been constantly updated, and we look forward to future research findings.

19752-84-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19752-84-2,Tetrahydro-2H-pyran-3-ol,as a common compound, the synthetic route is as follows.

Compound 2 (300 g, 2.9 mol) was dissolved in 3000 g of dichloromethane and sodium acetate (287 g, 3.5 mol) was added.TEMPO 6g, add sodium dichloroisocyanurate (374g, 1.7mol) in batch at 25C, maintain the reaction at 25C for 2h, filter,The organic phase was dried with 200g of anhydrous sodium sulfate, filtered and concentrated in a water pump and distilled to collect the oil temperature of 120C and the top temperature of 90C.250 g of a colorless oily liquid having a purity of 99% and a yield of 83%.

The synthetic route of 19752-84-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Haimen Huaxiang Pharmaceutical Technology Co., Ltd.; Yong Dawei; Cao Zhong; Yang Shaoqiang; Lu Yi; Zhou Guang; Xu Benquan; (4 pag.)CN107382928; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 2081-44-9

The synthetic route of 2081-44-9 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.2081-44-9,Tetrahydro-2H-pyran-4-ol,as a common compound, the synthetic route is as follows.,2081-44-9

To a stirred solution of tetrahydro-2H-pyran-4-ol (1.0 g, 10.0 mmol) in DCM (25 mL) was added Et3N (1.5 mL, 11.0 mmol) slowly at 0 C, followed by the addition of MsCl (0.9 mL, 11.0 mmol) and DMAP (60 mg, 0.5 mmol). The mixture was stirred at rt overnight, then diluted with DCM (25 mL), and washed with water (30 mL x 2). The separated organic layer was dried over anhydrous Na2S04, and concentrated in vacuo to give the crude product as light yellow oil (1.6 g, 88%>). The crude product was used in the next step without further purification.

The synthetic route of 2081-44-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Xiaobo; WO2014/193647; (2014); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 220641-87-2

The synthetic route of 220641-87-2 has been constantly updated, and we look forward to future research findings.

220641-87-2, N-Methyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,220641-87-2

The mixture of 4-bromo-3-methoxybenzene-1-sulfonyl chloride (2-109, 180 mg, 0.63 mmol), K2C03 (174 mg, 1.26 mmol) and N-methyltetrahydro-2H-pyran-4-amine (73 mg, 0.63 mmol) in DCM (20 mL) was stirred at 40 C for 16 h. Upon reaction completion, the resulting mixture was filtered and then concentrated under reduced pressure to get title compound 2-118 (yellow solid, 210 mg, 91% yield). LCMS: 364 [M + HI .

The synthetic route of 220641-87-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; FONDAZIONE CENTRO SAN RAFFAELE; GRAY, Nathanael S.; BUHRLAGE, Sara; ANDERSON, Kenneth; COTTINI, Francesca; TONON, Giovanni; (288 pag.)WO2016/161145; (2016); 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

Downstream synthetic route of 29943-42-8

The synthetic route of 29943-42-8 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.29943-42-8,Dihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.,29943-42-8

Synthesis of 2-Methyl-2-(tetrahydro-pyran-4-sulfonyl)-propionic acid Step 1: Synthesis of Tetrahydro-pyran-4-ol To a solution of 75 g (0.75 mol) of Tetrahydro-pyran-4-one in THF (150 mL) is added a suspension of 28.4 g (0.75 mol) LiAlH4 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 tetrahydro-pyran-4-ol as a pale yellow oil. Yield: 92%, 1H NMR (500 MHz, CHLOROFORM-d) delta ppm 1.54 (2 H, m), 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).

The synthetic route of 29943-42-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BERRY, Angela; RIETHER, Doris; ERMANN, Monika; JENKINS, James Edward; MUSHI, Innocent; WO2011/88015; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 29943-42-8

The synthetic route of 29943-42-8 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.29943-42-8,Dihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.,29943-42-8

At 25 C under sodium hydride (mass fraction of 60%, 10.0 g, 250 mmol) is slowly added in tetrahydrofuran (300 ml) in, after finishing feeding into the tetrahydro-4H-pyran-4-one(10.0 g, 100 mmol) and dimethyl carbonate (21 ml, 250 mmol). Heating up to 45 C stirring for 16 hours. LC – MS detection reaction is complete, filtering, the filtrate 1 mol/L hydrochloric acid to adjust the pH=7 after ethyl ether (500 ml) extraction, liquid, organic phase dried with anhydrous sodium sulfate, filtered, the filtrate is concentrated, crude product by silica gel column chromatography (petroleum ether: ethyl acetate=50:1) purify the title compound (3.0 g, yield 19.0%).

The synthetic route of 29943-42-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wu Yongqian; (20 pag.)CN107286169; (2017); A;,
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

A mixture of the product from Step B (99.8 mg, 0.156 mmol), 3-methoxydihydro-2H-pyran-4(JH)-one (60.91 mg, 0.468 mmol), 4A molecular sieves (0.2 g) and TEA (0.065 lmL, 0.468 mmol) in DCM (2 mL) was stirred at rt for 2 h, followed by addition of sodium triacetoxyborohydride (66.13 mg, 0.312 mmol). The resulting mixture was stirred at rt overnight. The reaction was quenched by addition of saturated NaHC03 aqueous solution, extracted with DCM, and dried over Na2S04. After removal of the solvent, the residue was purified by column chromatography (eluent: 5% 7N NH3 in methanol in DCM) to give the product as a yellowish gel. 1H-NMR (400 MHz, CDC13): delta 1.52 – 1.95 (m, 4H), 2.34 (br. s., 1 H), 2.61 – 2.89 (m, 6 H), 3.03 – 3.61 (m, 11 H), 3.63 – 4.13 (m, 7 H), 4.27 (br. s., 1 H), 4.57 – 5.11 (m, 2 H), 7.69 (br. s., 1 H), 8.71 (br. s., 1 H); LC/MS: C25H34F3N504: m/z 526.2 (M+H).

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

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; CAI, Chaozhong; MCCOMSEY, David F.; SUI, Zhihua; KANG, Fu An; WO2014/14901; (2014); 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

5.1.79 EXAMPLE 79: SYNTHESIS OF 6-(4-HYDROXYPHENYL)- 1 -(2-(TETRAH YDRO-2H-P YRAN-4- YL)ETH YL)- 1 H- IMIDAZO[4,5-B]PYRAZIN-2(3H)-ONE[00466) A. 6-(4-Hydroxyphenyl)-l-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-lH- imidazo[4,5-b]pyrazin-2(3H)-one. 4-(6-Bromo-5-(N,N-bis-boc-amino)pyrazin-2- yl)phenol {see Example 46.F) (100 mg, 0.2 mmol), 2-(tetrahydro-2H-pyran-4-yl)ethanamine (0.28 g, 2 mmol), and N-methylpyrrolidinone (2 mL) were heated in a Biotage Emrys Optimizer microwave reactor at 150 C for 10 min. The reaction was extracted with water and ethyl acetate. The organic layer was concentrated and then purified by reverse-phase semi-preparatory HPLC (5-70% acetonitrile + 0.1 % TFA in H2O + 0.1 % TFA, over 30 min). Product fractions were concentrated and then triturated with ether to give a white solid (45 mg, 62 % yield). 1H NMR (400 MHz, DMSO-^6) delta 11.92 (s, IH), 9.70 (s, IH), 8.37 (s, IH), 7.84 (d, J=8.6, 2H), 6.86 (d, J=8.6, 2H), 3.91 (t, J=7.0, 2H), 3.79-3.85 (m, 2H), 3.21 (td, J=I 1.7, 2.0, 2H), 1.67 – 1.75 (m, 4H), 1.44-1.53 (m, IH), 1.15-1.25 (m, 2H); MS (ESI) m/z 341.0 [M+ 1]+; mp 276-277 C.

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

Reference£º
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2008/51493; (2008); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 65412-03-5

The synthetic route of 65412-03-5 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.65412-03-5,4-(2-Aminoethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.,65412-03-5

Working Example 83-1 Synthesis of 2-(2-(tetrahydropyran-4-yl)ethyl)benzoxazole 2-(4-Fluoro-3-nitrophenyl)benzoxazole (see Working Example 15-2) (800 mg, 3.1 mmol) was added to an acetonitrile (5 mL) solution containing 2-(tetrahydropyran-4-yl)ethylamine (520 mg, 3.9 mmol) and triethylamine (500 mg,3.9 mmol), and this was heated to reflux for 3 hours. After the reaction was complete, this was cooled to room temperature, water was added, and the precipitated crystals were filtered, washed with water and then dried. To a tetrahydrofuran solution (20 mL) of the crystals obtained was added 10% palladium-carbon (100 mg). A hydrogen atmosphere was substituted in the flask, and this was stirred overnight at room temperature. After the reaction was complete, this was filtered through Celite and the filtrate was concentrated. The residue obtained was purified by silica gel column chromatography to yield the title compound (450 mg, 43% yield) as a syrup. 1H-NMR (DMSO-d6) delta: 1.07-1.66 (7H, m), 2.95-3.34 (4H, m), 3.85 (2H, dd, J = 11.0, 3.5 Hz), 4.91 (2H, br), 5.18 (1H, t, J = 5.2 Hz), 6.56 (1H, d, J = 8.1 Hz), 7.26-7.43 (5H, m), 7.62-7.67 (2H, m).

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

Reference£º
Patent; Sumitomo Chemical Company, Limited; EP2436683; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 85064-61-5

The synthetic route of 85064-61-5 has been constantly updated, and we look forward to future research findings.

85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,85064-61-5

At room temperature, to the containing (3-(3-amino-5-chloro-2-methylbenzyl)-3,8-diazabicyclo[3.2.1]octan-8-yl) tetrahydro-2H-pyran-4-yl methanone (45.0 mg, 0 . 12 mmol) in dichloromethane solution, adding N, N – diisopropyl ethylamine (46.4 mg, 0 . 36 mmol) and tetrahydropyran-4-acetic acid (18.7 mg, 0 . 13 mmol), addition of HATU (114.0 mg, 0.3 mmol), after the adding of, for stirring at room temperature overnight the reaction. After the reaction is complete, the solvent is removed under reduced pressure, the residue by silica gel column chromatography (petroleum ether: ethyl acetate=5:1 – 1:1) and thick preparation plate to obtain the colorless solid compound 20.0 mg, yield 33.1percent.

The synthetic route of 85064-61-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Fudan University; Wang Yonghui; Tian Jinlong; Yu Mingcheng; (29 pag.)CN109134476; (2019); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics