Month: October 2020

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.

N-Methyl-N-(tetrahydro-2H-pyran-4-yl)amine At -70 C., 170 g (5.5 mol) of gaseous methylamine were introduced into 1.5 l of methanol. The solution was admixed dropwise with 100 g (1 mol) of sulfuric acid. 100 g (1 mol) of tetrahydro-4H-pyran-4-one and 36.4 g (0.6 mol) of sodium borocyanohydride were added in succession, and the mixture was stirred at room temperature for 3 days, resulting in a white precipitate. The solution was filtered and the filtrate was distilled. B.p. 56-58 C. (12 mm), yield 96 g. 1H NMR (270 MHz, in CDCl3): delta=1.30 (s, 1H), 1.38 (dq, 2H), 1.85 (dd, 2H), 2.43 (s, 3H), 2.57 (tt, 1H), 3.41 (dt, 2H), 3.99 (dt, 2H)., 29943-42-8

As the paragraph descriping shows that 29943-42-8 is playing an increasingly important role.

Reference£º
Patent; BASF Aktiengesellschaft; US6277790; (2001); B1;,
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.4295-99-2,4-Cyanotetrahydro-4H-pyran,as a common compound, the synthetic route is as follows.

Three-neck flask equipped with mechanical stirrer, thermometer, dropping funnel, 250ml of water was added to the flask, stirring was added 4-cyano-tetrahydropyran 111.14g (1mole), cooled to 0 ~ 5 C, was added at a concentration of 10 minutes 13.8% sodium hydroxide solution, a total of 290 g (1 mole), temperature controlled at 0 ~ 10 C, after each addition incubated for 15 to 20 minutes, all the alkali was added, stirred for 1 to 3 hours, the reaction was complete by gas detecting material, controlling the temperature of 0 ~ 5 C, was slowly added to a concentration of 10% sodium hypochlorite solution 1116.6g (1.5mole), plus Bi, 0 ~ 5 C for 1 hour, heated at reflux temperature for 2 hours to complete the reaction intermediate vapor detection, water cooling to 10 ~ 40 C, with 500ml dichloromethane and 50ml methanol solvent mixture and extracted 3 times, the combined extracts were recovered by distillation of methylene chloride, methylene chloride was distilled off to make, distillation to give 4-amino-tetrahydropyran 75.3 g, with a purity of 99.1%, a yield of 73.7%.

4295-99-2, As the paragraph descriping shows that 4295-99-2 is playing an increasingly important role.

Reference£º
Patent; Qingdao Frontierchem Co.,Ltd; Wang, yuchen; Liu, guihong; Li, XIAOYAO; Liu, Guo Chao; (5 pag.)CN102993144; (2016); B;,
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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

A solution of [l -(6-cthyl-4,4-dimethyl-l , 2, 3,4-tetrahydro-quinolin-7-yl)-ethyl]-carbamic acid fcrt-butyl ester (17, 16 mg, 0.048 mmol), iodomethyl tetrahydropyran (72, 13 mg, 0.058 mmol), and diisopropylethylamine in 3 mL of acetonitrile was irradiated in a microwave at 180 0C for 30 minutes. The reaction mixture was concentrated under vacuum and the residue was dissolved in ethyl acetate, washed with brine, dried over magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was purified by silica gel chromatography, eluting with hexanes and ethyl acetate to provide the desired compound as a colorless oil (73, 14 mg, 68%). MS (KSl) [M+HhJ v = 431.06., 101691-94-5

The synthetic route of 101691-94-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PLEXXIKON, INC.; WU, Guoxian; IBRAHIM, Prabha N.; ZHOU, Yong; MAMO, Shumeye; GILLETTE, Samuel J.; ZHU, Yong-Liang; LIU, Jinyu; ZHANG, Chao; ZHANG, Kam; ARTIS, Dean R.; WO2010/129467; (2010); 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.110238-91-0,Methyl tetrahydro-2H-pyran-4-carboxylate,as a common compound, the synthetic route is as follows.

[0511] Concentrated aqueous ammonia (50 mL) was added to methyl tetrahydro-2H-pyran-4-carboxylate (50 g, 347 mmol) and the reaction mixture was stirred for 43.5 hours at room temperature. The reaction mixture was then cooled in an ice water bath, after which the precipitate was filtered out and dried under reduced pressure at 40¡ã C. to afford 33.4 g of the title compound (74.6percent yield). [0512] 1H NMR (400 MHz, DMSO-d6) delta 1.45-1.62 (m, 4H), 2.28 (tt, J=11.1, 4.4 Hz, 1H), 3.26 (ddd, J=11.4, 11.4, 2.7 Hz, 2H), 3.82 (br d, J=11.4 Hz, 2H), 6.74 (br s, 1H), 7.21 (br s, 1H)., 110238-91-0

110238-91-0 Methyl tetrahydro-2H-pyran-4-carboxylate 2773520, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Hibi, Shigeki; Hoshino, Yorihisa; Kikuchi, Koichi; Shin, Kogyoku; Takahashi, Yoshinori; Fujisawa, Masae; Shibata, Hisashi; Ino, Mitsuhiro; US2004/224974; (2004); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

101691-65-0, (Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of Example 203A (1.9 g, 7.0 mmol), 2-amino-5-methylthiazole (0.80 g, 7.0 mmol) and tetrabutylammonium iodide (1.3 g, 3.5 mmol) in 3 mL of N,N- dimethylformamide was warmed to 85 0C and was allowed to stir for 24 hours. The mixture was diluted with 10 mL OfCH2Cl2, washed with 10% aqueous NaHCO3, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. Purification via column chromatography (SiO2, 10% methanol in ethyl acetate then 9:1 :0.1 CH2Cl2 : methanol : NH4OH) afforded the title compound. MS (DCI/NH3) m/z 213 (M+H)+, 101691-65-0

Big data shows that 101691-65-0 is playing an increasingly important role.

Reference£º
Patent; ABBOTT LABORATORIES; WO2009/67613; (2009); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1240390-36-6, tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

10554] A mixture of compound 30-A (553 mg, 2.556 mmol), the pyrone 6-B (619 mg, 2.556 mmol), and NaHCO3 (435 mg, 5.178 mmol) in water (5 mE) and ethanol (5 mE) was stirred at room temperature. After 30 mm, the reaction mixture was concentrated to remove most of the solvent and the residue was mixed with dichioromethane (about 40 mE) and stirred vigorously before drying (Mg504). The dried solution was concentrated. The residue was dissolved in Dichloromethane (2 mE) and treated with 4 N HC1 in dioxane (6 mE). Afier 40 mm, the mixture was concentrated and dried in vacuum overnight. A mixture of the residue and DI3U (1.9 mE, 12.71 mmol) in toluene (19 mE) was stirred at 1000 C. After 30 mm, the reaction mixture was cooled down to room temperature, dissolved in dichloromethane, and concentrated. The residue was purified by column chromatography on silica gel (40 g column) using ethyl acetate-20% methanol in ethyl acetate as eluents to obtain impure compound 30-C. The impure compound 30-C was dissolved in DMF and purified by preparative HPEC to get compound 30-C as 1:1 mixture with trifluoroacetic acid. ?H NMR (400 MHz, Chloroform-d) oe 9.92 (s, 1H), 8.33 (s, 1H), 7.67 (s, 1H), 4.51 (dt, J=12.2, 4.1 Hz, 1H), 4.21-4.04 (m, 3H), 3.95 (s, 3H), 3.84 (s, 3H), 3.73 (d, J=12.8 Hz, 1H), 3.54 (td, J=12.3, 2.2 Hz, 1H),2.24 (qd, J=12.6, 4.8 Hz, 1H), 1.94 (dd, J=13.1, 4.9 Hz, 1H). ECMS-ESI (mlz): [M+H] calculated for C,4H,7N205: 309. 11. found: 309.17.

1240390-36-6, The synthetic route of 1240390-36-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Gilead Sciences, Inc.; Bacon, Elizabeth M.; Cai, Zhenhong R.; Cottell, Jeromy J.; Ji, Mingzhe; Jin, Haolun; Lazerwith, Scott E.; Morganelli, Philip Anthony; Pyun, Hyung-jung; (101 pag.)US2016/176870; (2016); 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.,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

33821-94-2, 2-(3-Bromopropoxy)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 5-[(4-chlorophenyl)methyl]-4-[3-(trifluoromethoxy)phenoxy]-1,3,5,8-tetraazatricyclo[8.3.0.0^[2,6]]trideca-2(6),3-diene-7,9-dione(150 mg, 300 mmol, 1 equiv.), 2-(3-bromopropoxy)oxane (198.1 mg, 890 mmol, 3.000 equiv.) and K2CO3 (122.7 mg, 0.89 mmol, 3.0 equiv.) in DMF (15.0 mL) was stirred at 50 C for 16 hours. The reaction was cooled to room temperature and added EtOAc (100 mL) and H2O (100 mL). The organic layer was washed with brine (2×30 mL) and concentrated under reduced pressure which was purified by reverse phase flash with the following conditions (Column: Spherical C18 Column, 20-40um, 120 g; Mobile Phase A: Water (0.1% HOAc), Mobile Phase B: ACN; Flow rate: 60 mL/min; Gradient: 90% B to 98% B in 10 min, 254 nm) to afford 5-[(4-chlorophenyl)methyl]-8-[3-(oxan-2-yloxy)propyl]-4-[3-(trifluoromethoxy)phenoxy]-1,3,5,8-tetraazatricyclo[8.3.0.0^[2,6]]trideca-2(6),3-diene-7,9-dione (185 mg, 96.31%) as a light yellow oil.1H NMR (400 MHz, Chloroform-d) delta 7.43 (t, J = 8.3 Hz, 1H), 7.30 (s, 4H), 7.27 – 7.19 (m, 2H), 7.13 (d, J = 8.3 Hz, 1H), 5.73 (d, J = 14.9 Hz, 1H), 5.43 (d, J = 15.1 Hz, 1H), 4.65 – 4.49 (m, 1H), 4.15 (ddt, J = 19.0, 13.7, 7.1 Hz, 1H), 3.98 -3.61 (m, 4H), 3.46 (tt, J = 16.5, 7.6 Hz, 4H), 2.85 (dt, J = 12.2, 6.3 Hz, 1H), 2.18 – 2.02 (m, 2H), 1.99 – 1.77 (m, 3H), 1.76 – 1.48 (m, 6H)., 33821-94-2

The synthetic route of 33821-94-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GOLDFINCH BIO, INC.; DANIELS, Matthew, H.; YU, Maolin; HARMANGE, Jean-Christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; CASTLE, Neil, A.; MALOJCIC, Goran; (0 pag.)WO2019/173327; (2019); 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.1172623-99-2,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

1H (11.53 g, 35.03 mmol) was dissolved in dichloromethane (130 mL) Cooling to 0C ,Dess-Martin oxidant (29.72 g, 70.06 mmol) was added portionwise to the reaction solution, Naturally rose to room temperature for 4 hours. Cooling to 0C ,Saturated sodium bicarbonate solution (60 mL) was added dropwise to the reaction solution, stirred for 20 minutes,The organic phase was washed with saturated sodium bicarbonate solution (30 mL x 2), and the organic phase was dried over anhydrous sodium sulfate and dried over anhydrous sodium sulfate (60 mL x 3). The organic phase was washed with saturated sodium bicarbonate solution (30 mL x 2) , Filtered and concentrated by column chromatography (petroleum ether / ethyl acetate (v / v) = 10: 1-4: 1) to give white crystalline powder intermediate 1 (10.85 g, yield 94.7%). (30 mL x 2), and the solvent was concentrated to give a white solid, 1H (7.9 g, 84% yield).

1172623-99-2, As the paragraph descriping shows that 1172623-99-2 is playing an increasingly important role.

Reference£º
Patent; Sichuan Haisco Pharmaceutical Co.,Ltd.; FAN, JIANG; ZHANG, CHEN; PENG, FEI; WU, YE; FENG, JIANCHUAN; WANG, JIANMIN; ZHENG, SUXIN; WEI, YONGGANG; YE, FEI; (350 pag.)TW2017/8220; (2017); A;,
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.127956-11-0,Methyl 4-oxotetrahydro-2H-pyran-3-carboxylate,as a common compound, the synthetic route is as follows.

[0523] To the mixture of 2-ethylisothiourea (9.07 g, 49.00 mmol, HBr salt) in H20 (50.00 mL) under dark was added Na2C03 (5.19 g, 49.00 mmol). Then to the mixture was added methyl 4-oxotetrahydro-2H-pyran-3-carboxylate (7.75 g, 49.00 mmol). The mixture was stirred under dark at 25 C for 16 h TLC (petroleum ether/EtOAc=l : 1, Rf=0.3) showed one new main spot. The mixture was filtered, the solid was washed with water (30 mL), petroleum ether/EtOAc=20: l (20 mL). Then the solid was dried under reduced pressure to afford the title compound (8.01 g, crude) as an off-white solid. 1H NMR (400 MHz, DMSO-i/6) delta 10.69 (s, 1H), 5.87 (s, 1H), 3.83 (s, 1H), 3.63-3.49 (m, 3H), 3.00-2.89 (m, 2H), 2.40 (s, 1H), 1.24 (t, J= 7.2 Hz, 3H)., 127956-11-0

The synthetic route of 127956-11-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KADMON CORPORATION, LLC; OLSZEWSKI, Kellen; KIM, Ji-In; POYUROVSKY, Masha; LIU, Kevin; BARSOTTI, Anthony; MORRIS, Koi; (344 pag.)WO2016/210330; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics