Tag: M.W:200-300

693287-79-5, tert-Butyl 2-(tetrahydro-2H-pyran-4-yl)hydrazinecarboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of the product from step a (9.Og, 41.4mmol) and NEt3 (12.73mL, 91.1mmol) in DCM (30OmL) was added dropwise to a solution of triphosgene (4.06g, 13.7mmol) in DCM(16OmL) at -4O0C. The reaction mixture was stirred at this temperature for 20min whereupon a solution of the product from step b (8.97g, 41.4mmol) in DCM (16OmL) was added dropwise.The reaction mixture was allowed to warm to ambient temperature and was washed with H2O(40OmL), saturated NaHCO3 (40OmL), brine (40OmL) and dried (MgSO4). The residue, obtained following filtration and evaporation, was dissolved in DCM (5OmL) and TFA (5OmL) and stirred for lhr. The mixture was evaporated to dryness and the residue dissolved in DCM(10OmL), washed with 10% aqueous K2CO3 (10OmL), and dried (MgSO4). Filtration and evaporation of the solvent afforded the product (13.47g, 95%). 1H NMR (CDCl3) 7.25-6.38(4H, m), 4.15 (IH, m), 4.02 (2H, m), 3.48 (2H, m), 2.70 (IH, m), 2.33 (3H, s), 2.25-1.25 (14H, m), 693287-79-5

The synthetic route of 693287-79-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JAMES BLACK FOUNDATION; WO2007/135350; (2007); 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 intermediate XIX.1 (500 mg; 1.21 mmol) and 4-iodomethyl-tetrahydropyrane (1.07 g; 4.73 mmol) in ACN (5.0 ml) is heated to 120 C. (microwave heating; closed vessel) for 7 h. Additional 4-iodomethyl-tetrahydropyran (1.07 g; 4.73 mmol) is added and the mixture is again heated to 120 C. (microwave heating; closed vessel) over night. Volatiles are evaporated and the crude product is purified by RP-HPLC (modifier: TFA) to yield the title compound. [0212] C25H40ClN4O5¡ÁC2F3O2 ESI Mass spectrum: m/z=511 [M]+, 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; Boehringer Ingelheim International GmbH; KLEY, Joerg; FRATTINI, Sara; HAMPRECHT, Dieter; US2015/18315; (2015); 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

In a round bottom flask under argon was placed tetrahydrofuran (30 mL) and 1,1,1,3,3,3-hexamethyldisilazane (1.50 mL, 7.13 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, 2.70 mL, 6.69 mmol) and it was stirred for 15 min at -78 C. To this cooled solution was then added a solution of (3-methyl-4-methylsulfanyl-phenyl)-acetic acid methyl ester (1.34 g, 6.37 mmol) in tetrahydrofuran (20 mL) dropwise. This was then stirred for 10 min at -78 C. then at 0 C. for 1 h which resulted in an gold colored 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, 1.73 g, 7.64 mmol) in 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (1.17 mL, 9.56 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 (250 mL) and washed with a saturated aqueous ammonium chloride solution (1¡Á50 mL) followed by a saturated sodium chloride solution wash (1¡Á50 mL). The organics were dried over sodium sulfate, filtered and then concentrated with silica gel (4 g) in vacuo and purified on Biotage Flash chromatography system (40M column, silica gel, 10% ethyl acetate/hexanes) to afford 2-(3-methyl-4-methylsulfanyl-phenyl)-3-(tetrahydro-pyran-4-yl)-propionic acid methyl ester (1.49 g, 76%) as a gold oil., 101691-94-5

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

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

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 3 tert-Butyl (3R,4R)-4-(7-(6-(2H-1,2,3-triazol-1-yl)pyridin-2-ylcarbamoyl)thieno[3,2-d]pyrimidin-2-ylamino)tetrahydro-2H-pyran-3-ylcarbamate To a suspension of N-(6-(2H-1,2,3-triazol-1-yl)pyridin-2-yl)-2-chlorothieno[3,2-d]pyrimidine-7-carboxamide (0.13 g, 0.38 mmol) and tert-butyl (3R,4R)-4-aminotetrahydro-2H-pyran-3-ylcarbamate (0.12 g, 0.56 mmol) in dioxane (3 mL) was added DIPEA (0.20 mL, 1.12 mmol). The reaction mixture was heated at 115 C. overnight. The reaction mixture was cooled then diluted with EtOAc, washed with aqueous sodium carbonate, then brine, and then dried over anhydrous Na2SO4. The organic phase was concentrated and purified by chromatography (silica, 40 g, EtOAc) to give tert-butyl (3R,4R)-4-(7-(6-(2H-1,2,3-triazol-1-yl)pyridin-2-ylcarbamoyl)thieno[3,2-d]pyrimidin-2-ylamino)tetrahydro-2H-pyran-3-ylcarbamate (0.065 g, 0.12 mmol, 32.3%) as a white solid. LCMS m/z [M+H]=538., 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; 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

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 (1 0.3 mmol) 4-( 4,4,5,5-Tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 H-pyrazole and 2.9 mL (20.6mmol) 4-(iodomethyl)-tetrahydro-2H-pyran are dissolved in 200 mL DMF and 4.274 g (30.9s mmol) K2C0 3 are added. The mixture is shaken at 80″C for 5 h. After cooling to r.t. the mixture isfiltered, the filtrate is concentrated in vacuo to approximately 60 mL. The product is separatedusing HPLC-MS (Gilson, mass flow 120 mL/min, 10 lJ.m, 200g Sunfire RP18, ACN/waterfTFA).The product fractions arc combined and frecze-d1icd to yield 115 mg product (3.8 %) R6.3., 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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; ANDERSKEWITZ, Ralf; GRUNDL, Marc; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; WO2014/140081; (2014); 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.101691-65-0,(Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

2-(6-(1 ,4-Diazepan-1-yl)-2-(4-fluoro-3-methoxyphenyl)-4-oxoquinazolin-3(4/-/)-yl)-lambda/- isopropylacetamide (EXAMPLE 1 i) (30 mg, 0.064 mmol), (tetrahydro-2/-/-pyran-4-yl)methyl 4-methylbenzenesulfonate (35 mg, 0.128 mmol) and DIPEA (17 mg, 21 mul, 0.128 mmol) were dissolved in DMF (1 ml_) and stirred at room temperature overnight. Purification by preparative HPLC afforded 2-{2-(4-fluoro-3-methoxyphenyl)-4-oxo-6-[4-(tetrahydropyran-4- ylmethy^perhydro-IA-diazepin-i-ylJ^H-quinazolin-S-ylj-N-isopropylacetamide (EXAMPLE 11a) (5 mg, 0.0088 mmol, 14%).Data for 2-{2-(4-fluoro-3-methoxyphenyl)-4-oxo-6-[4-(tetrahydropyran-4-ylmethyl) perhydro- 1,4-diazepin-1-yl]-4H-quinazolin-3-yl}-N-isopropylacetamide (EXAMPLE 11a): MS (ESI) m/z:, 101691-65-0

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

Reference£º
Patent; N.V. ORGANON; WO2008/33764; (2008); A2;,
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

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

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

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