Brief introduction of 101691-94-5

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

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

2 g (10.3 mmol) 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole and 2.9 mL (20.6 mmol) 4-(iodomethyl)-tetrahydro-2H-pyran are dissolved in 200 mL DMF and 4.274 g (30.9 mmol) K2CO3 are added. The mixture is shaken at 80 C. for 5 h. After cooling to r.t. the mixture is filtered, the filtrate is concentrated in vacuo to approximately 60 mL. The product is separated using HPLC-MS (Gilson, mass flow 120 mL/min, 10 mum, 200 g Sunfire RP18, ACN/water/TFA). The product fractions are combined and freeze-dried to yield 115 mg product (3.8%) R7.6., 101691-94-5

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ANDERSKEWITZ, Ralf; BINDER, Florian; GRAUERT, Matthias; GRUNDL, Marc; HAEBEL, Peter Wilhelm; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; VINTONYAK, Viktor; US2014/275025; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 101691-94-5

The synthetic route of 101691-94-5 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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

To carbazole (111 mg, 0.66 mmol) was added 4-(iodomethyl)tetrahydro-2H- pyran (150 mg, 0.66 mmol), sodium hydride (60% in mineral oil, 27 mg, 0.8 mmol), and dimethylsulfoxide. After 9 days, the mixture was placed on silica and purified by flash chromatography (15 % ethyl acetate, 85 % hexanes) to yield the title compound (24 mg, 14 %)., 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; IMMUSOL INCORPORATED; WO2008/21745; (2008); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 101691-94-5

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

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

New learning discoveries about 101691-94-5

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

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

Analyzing the synthesis route of 101691-94-5

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

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

New learning discoveries about 101691-94-5

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

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

New learning discoveries about 101691-94-5

101691-94-5 4-(Iodomethyl)tetrahydro-2H-pyran 2795507, 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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

In a round bottom flask under argon was placed tetrahydrofuran (50 mL) and 1,1,1,3,3,3-hexamethyldisilazane (3.21 mL, 15.33 mmol) and it was cooled to -78 C. in a dry ice/acetone bath. To this cooled solution was then added n-butyl lithium (2.5 M solution in hexanes, 5.8 mL, 14.38 mmol) and it was stirred for 15 min at -78 C. To this cooled solution was then added a solution of (3,4-dichloro-phenyl)-acetic acid methyl ester (prepared as in PCT WO 2003/095438 A1, Example 1, 3.00 g, 13.69 mmol) in tetrahydrofuran (40 mL) dropwise. This was then stirred for 10 min at -78 C. then at 0 C. for 45 min which resulted in an amber solution. After such time, the reaction was cooled back to -78 C. and a solution of 4-iodomethyl-tetrahydro-pyran (prepared as in PCT WO 2003/095438 A1, Example 20, 3.71 g, 16.43 mmol) in 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (2.5 mL, 20.54 mmol) was added dropwise at -78 C. The reaction was then allowed to slowly warm to 0 C. and it was stirred for 16 h. After such time, the reaction was diluted with ethyl acetate (500 mL) and washed with a saturated aqueous ammonium chloride solution (1¡Á100 mL) followed by a saturated sodium chloride solution wash (1¡Á100 mL). The organics were dried over sodium sulfate, filtered and then concentrated in vacuo. Flash column chromatography (Merck Silica gel 60, 230-400 mesh, 10% ethyl acetate/hexanes to 20% ethyl acetate/hexanes) afforded 2-(3,4-dichloro-phenyl)-3-(tetrahydro-pyran-4-yl)-propionic acid methyl ester (2.26 g, 52%) as a gold viscous oil: 1H NMR(300 MHz, CDCl3) delta ppm 1.22-1.47 (m, 3 H, CH2 and CH of CH2), 1.54-1.75 (m, 3 H, CH2 and CH of CH2), 1.96-2.07 (m, 1 H, CH), 3.25-3.36 (m, 2 H, OCH2), 3.64 (t, J=7.4 Hz, 1 H, ArCH), 3.89-3.97 (m, 2 H, OCH2), 7.15 (dd, Jo=8.3 Hz, Jm=2.0 Hz, 1 H, Ar), 7.37-7.42 (m, 2 H, Ar)., 101691-94-5

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

Reference£º
Patent; Berthel, Steven Joseph; Kester, Robert Francis; Murphy, Douglas Eric; Prins, Thomas Jay; Ruebsam, Frank; Sarabu, Ramakanth; Tran, Chinh Viet; Vourloumis, Dionisios; US2008/21032; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 101691-94-5

101691-94-5, The synthetic route of 101691-94-5 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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Example 74C N-[(2Z)-5-tert-butyl-3-(tetrahydro-2H-pyran-4-ylmethyl)-1,3-thiazol-2(3H)-ylidene]-5-chloro-2-methoxybenzamide To a solution of Example 74B (1.0 g, 3.1 mmol) in 4:1 N,N-dimethylformamide/tetrahydrofuran (20 mL) were added potassium tert-butoxide (Aldrich, 0.42 g, 3.7 mmol) and 4-(iodomethyl)tetrahydro-2H-pyran (Maybridge, 0.97 g, 4.3 mmol). The reaction mixture was stirred at 80 C. for 16 hours, cooled to room temperature, quenched with saturated aqueous NaHCO3 (20 mL) and extracted with ethyl acetate (3*20 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography using an Analogix Intelliflash280 (SiO2, 0-100% ethyl acetate in hexanes) to afford the title compound. 1H NMR (300 MHz, dimethylsulfoxide-d6) delta ppm 1.21-1.51 (m, 4H), 1.32 (s, 9H), 2.06-2.35 (m, 1H), 3.20-3.30 (m, 2H), 3.79 (s, 3H), 3.80-3.91 (m, J=9.3, 2.2, 2.0 Hz, 2H), 4.06 (d, J=7.1 Hz, 2H), 7.11 (d, J=8.8 Hz, 1H), 7.30 (s, 1H), 7.45 (dd, J=8.8, 3.1 Hz, 1H), 7.64 (d, J=2.7 Hz, 1H); MS (ESI+) m/z 423 (M+H)+; Anal. Calculated for C21H27ClN2O3S: C, 59.63; H, 6.43; N, 6.62. Found: C, 59.66; H, 6.36; N, 6.56.

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; ABBOTT LABORATORIES; US2008/242654; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 101691-94-5

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

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.

To a stirring suspension of methyl 6-cyclopropyl-2-oxo-1,2-dihydropyridine-4-carboxylate (212 mg, 1.1 mmol) in acetonitrile (5 mL) were added potassium carbonate (455 mg, 3.29 mmol) and 4-(iodomethyl)tetrahydro-2H-pyran (CAS-RN 101691-94-5; 744 mg, 3.29 mmol). The reactionmixture was heated at 80C for 16 h and then evaporated in vacuo. The residue was purified by chromatography (silica gel; heptane-ethyl acetate gradient) to produce the title compound (188 mg, 59%). Colourless oil, MS: 292.2 (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.; HERT, Jerome; HUNZIKER, Daniel; MATTEI, Patrizio; RUDOLPH, Markus; SCHMITZ, Petra; ULLMER, Christoph; (59 pag.)WO2017/50747; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 101691-94-5

101691-94-5 4-(Iodomethyl)tetrahydro-2H-pyran 2795507, 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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

Preparation 6: Triphenyl(tetrahydropyran4-ylmethyl)phosphonium iodide A mixture of Preparation 5 (35Og, 1.55M) and triphenylphosphine (406g, 1.55M) in acetonitrile (1.6L) was heated under reflux. After 27h the mixture was cooled and filtered, washed with diethyl ether and dried in air to provide a white solid (504g). Filtrate and washings were returned to reflux and concentrated to 75OmL, reflux was maintained for 16h before cooling and dilution with diethyl ether (ca 1.2L). A precipitate formed which was stirred for 30min before being filtered, washed with diethyl ether (2 x 30OmL) and dried in air to yield a further crop (10Og). Overall yield of the title compound (604 g, 80%). RT = 2.7min; m/z (ES+) = 361.2., 101691-94-5

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

Reference£º
Patent; Prosidion Ltd; WO2007/51845; (2007); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics