Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.693287-79-5,tert-Butyl 2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate,as a common compound, the synthetic route is as follows.

693287-79-5, B) tetrahydro-2H-pyran-4-ylhydrazine dihydrochloride [0432] tert-Butyl 2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate (1.82 g) was dissolved in 4N hydrogen chloride-ethyl acetate solution (85 mL) under ice-cooling, and the solution was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure to give the title compound (1.52 g). 1H NMR (300 MHz, CDCl3) delta 1.36-1.57 (2H, m), 1.89 (2H, dd, J = 12.5 Hz, 2.3 Hz), 3.12 (1H, tt, J = 11.0 Hz, 4.1 Hz), 3.28 (2H, td, J = 11.6 Hz, 2.1 Hz), 3.89 (2H, dt, J = 9.9 Hz, 2.0 Hz), 7.73 (3H, brs).

693287-79-5 tert-Butyl 2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate 45092245, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; NARA, Hiroshi; DAINI, Masaki; KAIEDA, Akira; KAMEI, Taku; IMAEDA, Toshihiro; KIKUCHI, Fumiaki; EP2857400; (2015); 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.33821-94-2,2-(3-Bromopropoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Under argon protection,Anhydrous tetrahydrofuran (100 mL) and 1-octyne (8.82 g, 80 mmol) were added to a 200 mL Schlenk reaction flask and stirred to dissolve.The mixture was cooled to -40 C, n-butyllithium (39.0 mL, 2.4 M n-hexane solution, 88 mmol) was slowly added dropwise, and the reaction was stirred for 4 h after the dropwise addition.Then, HMPA (6.83 mL, 80 mmol) was added dropwise dropwise, and the reaction was stirred for 0.5 h.1-tetrahydropyranyloxy-3-bromopropane 2 (8.92 g, 40 mmol) was added dropwise.After the addition was completed, the temperature was slowly raised to room temperature to continue the reaction for 24 hours.After completion of the reaction, the reaction was quenched with a saturated aqueous solution of ammonium chloride and the organic phase was separated.The aqueous phase was extracted with diethyl ether (3¡Á40 mL).The organic phase was washed with aq. aq.Finally purified by silica gel column chromatography (petroleum ether / ethyl acetate 30:1).Obtained a light yellow oily liquid 1-tetrahydropyranyloxy-4-undecyne 3(9.09 g, yield 90%)., 33821-94-2

33821-94-2 2-(3-Bromopropoxy)tetrahydro-2H-pyran 2777988, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; China Agricultural University; Zhong Jiangchun; Sun Xiao; Bian Qinghua; Wang Min; Zhou Yun; Yuan Gucheng; (7 pag.)CN109970534; (2019); 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.101691-65-0,(Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

Example 203B 5-methyl-3-((tetrahydro-2H-pyran-4-yl)methyl)thiazol-2(3H)-imine 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 C. and was allowed to stir for 24 hours. The mixture was diluted with 10 mL of CH2Cl2, 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, The synthetic route of 101691-65-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Florjancic, Alan S.; Dart, Michael J.; Ryther, Keith B.; Perez-Medrano, Arturo; Carroll, William A.; Patel, Meena V.; Tietje, Karin Rosemarie; Li, Tongmei; Kolasa, Teodozyj; Gallagher, Megan E.; Peddi, Sridhar; Frost, Jennifer M.; Nelson, Derek W.; US2008/58335; (2008); 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.1240390-36-6,tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

1,1-dimethylethyl [(3R,4R)-4-({5-(aminocarbonyl)-4-[(4-methylphenyl)amino]-2- pyrimidinyl}amino)tetrahydro-2H-pyran-3-yl]carbamateA mixture of 1 ,1-dimethylethyl [(3R,4R)-4-aminotetrahydro-2H-pyran-3-yl]carbamate (38g), 2-chloro-4-[(4-methylphenyl)amino]-5-pyrimidinecarboxamide (46.2g) and triethylamine (49.0ml) in DMF (250ml) was heated and stirred at 900C. The mixture was added to water (11) and the solid precipitate collected by filtration. The precipitate was washed with water (2 x 200ml) and dried overnight at 4O0C in vacuo. The product was suspended in ethyl acetate (600ml) and heated to reflux for 30min, cooled in ice to 5C and the product collected by filtration. This was washed with ethyl acetate (2x 100ml) and dried at 400C in vacuo to give 1 ,1-dimethylethyl [(3R,4R)-4-({5-(aminocarbonyl)-4-[(4-methylphenyl)amino]-2- pyrimidinyl}amino)tetrahydro-2H-pyran-3-yl]carbamate (53.Og). LCMS (Method A): Rt 1.05min, MH+ 443.Variable temperature 1 H NMR (400MHz, D6-DMSO, 119C): deltaH 1 1.21 (1 H, bs),8.55(1 H, s), 7.53(2H, m), 7.14(4H, m), 6.57(1 H, d), 6.01 (1 H, d), 4.21 (1 H, m), 3.91-3.78(3H, m), 3.51-3.42(2H, m), 2.30(3H, s), 2.00-1.88(1 H, m), 1.74-1.62(1 H, m),1.37(9H, s)., 1240390-36-6

1240390-36-6 tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate 68077633, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; ATKINSON, Francis, Louis; PATEL, Vipulkumar, Kantibhai; WO2010/97248; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

101691-94-5, 4-(Iodomethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of methyl 4-bromo-7-methyl-lH-indole-6-carboxylate (Intermediate 1-2, 830 mg, 3.10 mmol) in DMF (2 mL) was added sodium hydride (186 mg, 4.64 mmol) and stirred at RT for 10 minutes. 4-(Iodomethyl)tetrahydro-2H-pyran (1050 mg, 4.64 mmol) was added and stirred at 65-70 C for 16 h. After completion of the reaction, water was added and extracted with ethyl acetate. The organic layer was purified by column chromatography (silica gel, 5-8% ethyl acetate in pet ether) to obtain the title compound. Yield: 350 mg (30 %); JH NMR (CDCI3; 300 MHz): delta 7.77 (s, 1H), 7.16 (d, J = 3 Hz, 1H), 6.54 (d, J= 3.3 Hz, 1H), 4.24 (d, J= 7.2 Hz, 2H), 3.93-3.97 (m, 2H), 3.92 (s, 3H), 2.24-2.29 (m, 2H), 2.87 (s, 3H), 1.96-1.99 (m, 1H), 1.39-1.42 (m, 4H); MS (ESI+): 367.9 [M+H]+; HPLC purity: 96.71 %., 101691-94-5

As the paragraph descriping shows that 101691-94-5 is playing an increasingly important role.

Reference£º
Patent; PIRAMAL ENTERPRISES LIMITED; GUPTE, Amol; SHARMA, Rajiv; KANDRE, Shivaji; KADAM, Kishorkumar; GUHA, Tandra; DEHADE, Amol; MORE, Tulsidas; ROYCHOWDHURY, Abhijit; WO2015/104677; (2015); 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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

A solution of 2- (4-methoxymethylsulfanylphenyl)-3- (tetrahydropyran-4-yl)-N thiazol-2-ylpropionamide (EXAMPLE 77,1. 29g, 3. 28MMOL) in THF (50ML) was added to a stirred solution OF AGN03 (0.59g, 3. 28MMOL) in ETOH (85mL) at 40 C. The mixture was protected from light and stirred at 40 C for 21h. The solvents were evaporated off under reduced pressure, then the remaining solid was triturated with i-PrOH (60mL), THF (60mL), and ET20 (60mL). After air-drying, the solid was stirred vigorously with CH2C12 (200mL) and 6M HCl (82mL) for 4h under Ar. The layers were separated, then the aqueous phase was extracted with CH2Cl2 (2 x 100ML). The combined organic extracts were filtered through Celite, washed with brine (LOOML) and dried (MGS04). Filtration and solvent evaporation furnished 2- (4- MERCAPTOPHENYL)-3- (TETRAHYDROPYRAN-4-YL)-N-THIAZOL-2-YLPROPIONAMIDE : m/z (ES+) = 349.2 [M + H] +. NEt3 (0.14mL, 1006mumol) and a solution of 4- iodomethyltetrahydropyran (151 mg, 668MOL) in anhydrous DMF (3mL) were added to a stirred solution of this benzenethiol (197mg, 565, UMOL) in anhydrous DMF (7mL) at 0 C. The mixture was warmed to 20 C, before being stirred for 16h. The solvents were evaporated off under reduced pressure, then the residue was partitioned between CH2C12 (25ML) and 2% aqueous citric acid (lOmL). The aqueous layer was extracted with CH2C12 (10mL), then the combined organic layers were washed with H20 (LOML), saturated aqueous NA2C03 (LOML), H20 (LOML), and brine (LOML). After drying (MGS04), filtration and solvent evaporation gave a residue that was subjected to flash chromatography (1H ETOAC, 3: 1 to 0: 1) to furnish the title compound: RTA= 3. 61MIN ; MLZ (ES+) = 447.3 [M+ H]+.

101691-94-5, 101691-94-5 4-(Iodomethyl)tetrahydro-2H-pyran 2795507, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; OSI PHARMACEUTICALS, INC.; WO2004/72031; (2004); A2;,
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.101691-65-0,(Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

A mixture of sodium hydride (60 wt.% in mineral oil, 15.74 mg) in DMF (0.7 mL) was added to a solution of tert-butyl 2-chloro-5-(5-chloro-2-fluoropyridin-4-yl)phenylcarbamate (213 mg, 0.596 mmol) in DMF (0.70 mL) at 0 C. The resulting mixture was stirred at 0 C for 30 min. To this stirred mixture was then added (tetrahydro-2H-pyran-4-yl)methyl 4- methylbenzenesulfonate (161 mg, 0.596 mmol) in one portion. The mixture was warmed to 40 C and maintained at this temperature for 16 hrs. The reaction mixture was diluted with EtOAc, washed with 1 N aqueous sodium hydroxide solution, water and brine, dried over sodium sulfate, filtered off and concentrated under reduced pressure. The residue was purified by preparative TLC [silica gel, 1 mm; EtOAc/heptane = 15/85] providing [2-chloro-5- (5-chloro-2-fluoro-pyridin-4-yl)-phenyl]-(tetrahydro-pyran-4-ylmethyl)-carbamic acid tert-butyl ester (176 mg) as a colorless oil. LCMS (m/z): 355.0/356.9 [M+H, loss of t-Bu]; Rt = 1 .21 min., 101691-65-0

As the paragraph descriping shows that 101691-65-0 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; NG, Simon, C.; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WO2012/101064; (2012); 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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

101691-94-5, Example 10 Synthesis of 4-(4-bromo-2-fluoroanilino)-6-methoxy-7-((tetrahydropyran-4-yl)methoxy)quinazoline (Compound 15) 4-(4-bromo-2-fluoroanilino)-6-methoxy-7-hydroxyquinazoline trifluoroacetic acid salt (400mg, 0.84mmol), 4-iodomethyltetrahydropyran (190mg, 0.84mmol) and potassium carbonate (289mg, 2.09mmol) were dispersed in N,N-dimethylformamide (DMF, 5mL). The mixture was stirred for 15 hours at 60C to conduct the reaction. The resulting reaction mixture was cooled to room temperature and poured into water (100mL). The resulting mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and concentrated under a reduced pressure to obtain a crude product. The crude product was purified by a silica gel column chromatography (methylene chloride_methanol=50:1) to produce a white solid (170mg, yield: 44%). 1H-NMR(400 MHz, DMSO-d6) delta: 9.53(s, 1H), 8.35(s, 1H), 7.80(s, 1H), 7.66(dd, 1H, J = 9.8, 2.0 Hz), 7.53(t, 1H, J = 8.4 Hz), 7.47(dd, 1H, J = 8.4, 1.6 Hz), 7.20(s, 1H), 4.02(d, 2H, J = 6.4 Hz), 3.95(s, 3H), 3.89(dd, 2H, J = 11.4, 3.0 Hz), 3.41-3.33(m, 2H), 2.16-2.03(m, 1H), 1.76-1.66(m, 2H), 1.45-1.32(m, 2H). MS 462, 464(M+1).

101691-94-5 4-(Iodomethyl)tetrahydro-2H-pyran 2795507, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; SHI, Ying; GAO, Qingzhi; CHEN, Xiaozhuo; MI, Yi; ZHANG, Yaran; YANG, Hanyu; CHEN, Yujie; LIU, Chunlei; MI, Guorui; MA, Yuxiu; SHEN, Dongmin; GUO, Yang; FAN, Linjing; (59 pag.)EP3181554; (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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

A mixture of tert-butyl 5- (6-cyclopropyl-2-oxo- 1 ,2-dthydropyridine-4-carbonyl)-3 ,4,5 ,6-tetrahydropyrrolo [3 ,4-c]pyrrole-2( 1 H)-carboxylate (385 mg, 985 j.imol), potassium carbonate(272 mg, 1.97 mmol) and 4-(iodomethyl)tetrahydro-2H-pyran (459 mg, 1.97 mmol) inacetonitrile (8 mL) was heated at 90C for 48 h, then partitioned between sat. aq. ammoniumchloride solution and ethyl acetate. The organic layer was washed with brine, dried overmagnesium sulfate, filtered and evaporated. The residue was chromatographed (silica gel; gradient dichloromethane to dichloromethane/methanol/25 % aq. ammonia solution 95:5:0.25) to produce the title compound (390 mg, 84%). White foam, MS: 470.3 (M+H).

101691-94-5, As the paragraph descriping shows that 101691-94-5 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DI GIORGIO, Patrick; HERT, Jerome; HUNZIKER, Daniel; MATTEI, Patrizio; RUDOLPH, Markus; SCHMITZ, Petra; ULLMER, Christoph; (88 pag.)WO2017/50791; (2017); 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

Step 2 {(3R,4R)-4-[7-(1-Methyl-1H-pyrazol-4-ylcarbamoyl)-thieno[3,2-d]pyrimidin-2-ylamino]-tetrahydro-pyran-3-yl}-carbamic acid tert-butyl ester To a solution of 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid (1-methyl-1H-pyrazol-4-yl)-amide (0.137 g, 0.349 mmol) and tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (0.111 g, 0.513 mmol) in dioxane (4 mL) was added diisopropylethylamine (0.244 mL, 1.4 mmol). The reaction mixture was heated at 120 C. overnight. The reaction mixture was cooled and then diluted with dichloromethane, washed with aqueous sodium carbonate, then brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue obtained was then purified by chromatography (silica, 40 g, 0 to 15% MeOH in dichloromethane) to give {(3R,4R)-4-[7-(1-methyl-1H-pyrazol-4-ylcarbamoyl)-thieno[3,2-d]pyrimidin-2-ylamino]-tetrahydro-pyran-3-yl}-carbamic acid tert-butyl ester (0.116 g, 0.244 mmol, 52.6%) as a yellow solid. LCMS m/z [M+H]=474, 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; Hoffmann-La Roche Inc.; Chen, Shaoqing; Hermann, Johannes Cornelius; Le, Nam T.; Lucas, Matthew C.; Padilla, Fernando; US2013/178460; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics