Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.116131-44-3,3-(Bromomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

To a solution of product of Example 1H (120 mg, 0.298 mmol) in N,N- dimethylformamide (2 mL) was added 3-(bromomethyl)tetrahydro-2//-pyran (117 mg, 0.656 mmol) and cesium carbonate (214 mg, 0.656 mmol). The reaction was heated to 80 C for 3 hours. The reaction was then cooled down to ambient temperature and partitioned between water (5 mL) and ethyl acetate (5 mL). The aqueous layer was further extracted with ethyl acetate (2 x 3 mL). The combined organic layers were washed with saturated aqueous ammonium chloride (5 mL) and dried over sodium sulfate. The volatiles were removed under reduced pressure, and the residue was subjected to column chromatography (Si(, 10% methanol in dichloromethane) to give afford the title compound (89 mg, 0.178 mmol, 60% yield). (501 MHz, DMSO-<) d ppm 7.75 (dd, / = 8.9, 1.4 Hz, 1H), 7.59 - 7.53 (m, 2H), 7.39 - 7.34 (m, 2H), 7.33 - 7.29 (m, 2H), 7.25 - 7.18 (m, 3H), 5.22 (s, 2H), 4.09 (s, 2H), 3.98 (dd, / = 6.6, 3.8 Hz, 2H), 3.95 - 3.90 (m, 1H), 3.34 - 3.28 (m, 2H), 3.79 - 3.72 (m, 1H), 3.31 (dd, / = 11.1, 9.1Hz, 1H), 2.09 - 2.01 (m, 1H), 1.89 (dd, / = 12.9, 4.3 Hz, 1H), 1.63 (dt, / = 13.0, 3.9 Hz, 1H), 1.59 - 1.48 (m, 1H), 1.48 - 1.38 (m, 1H); MS (APCT) mlz 499 [M-H]. 116131-44-3, The synthetic route of 116131-44-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; FARNEY, Elliot; SHIROODI, Roohollah, Kazem; XIONG, Zhaoming; ZHANG, Qingwei, I.; O’CONNOR, Matthew; HALVORSEN, Geoff; ZHAO, Hongyu; BAUMGARTNER, Christina; FROST, Jennifer, M.; KYM, Phil; ABBOTT, Jason, R.; BOGDAN, Andrew; ECONOMOU, Christos; WANG, Xueqing; (375 pag.)WO2019/246513; (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.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

[00269] Step 1: Synthesis of (2,6-dichloro-pyrimidin-4-yl)-methyl-(tetrahydro-pyran- 4-yl)-amine. To a solution of 2,4,6-trichloro-pyrimidine (9.2 g, 50 mmol) and triethylamine (10.1 g, 100 mmol) in EtOH (100 mL) was added N-methyltetrahydro-2H-pyran-4-amine (5.17 g, 45 mmol) dropwise at -40oC. The mixture was warmed up to room temperature then stirred for 14h., quenched with H2O (25 mL), concentrated and the residue was extracted with EtOAc (100 mL x 3). The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by chromatographic column on silica gel (petroleum ether /EtOAc = 30/1 to 2/1) to give (2,6-dichloro-pyrimidin-4-yl)-methyl-(tetrahydro- pyran- 4-yl)amine as white solid (7.8 g, 60 % yield). ESI-LCMS (m/z): 263.14 [M+1]+;, 220641-87-2

As the paragraph descriping shows that 220641-87-2 is playing an increasingly important role.

Reference£º
Patent; EPIZYME, INC.; CHESWORTH, Richard; MORADEI, Oscar, Miguel; SHAPIRO, Gideon; JIN, Lei; BABINE, Robert, E.; (495 pag.)WO2016/44641; (2016); 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.103260-44-2,Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate,as a common compound, the synthetic route is as follows.,103260-44-2

Diisopropylamine (2.8 g) was dissolved in tetrahydrofuran (20 ml). A solution of n-butyllithium in hexane (2.64 N, 11 ml) was added dropwise under nitrogen atmosphere under ice-cooling, and the mixture was stirred at the same temperature for 15 minutes. The reaction solution was cooled to -78 C. A solution of ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate (4.0 g) in tetrahydrofuran (15 ml) was added dropwise and the mixture was stirred at the same temperature for 15 minutes. Methyl iodide (2.2 ml) was subsequently added dropwise. The mixture was stirred at the same temperature for 10 minutes, and then warmed to room temperature and stirred for 3 hours. A 1 N aqueous hydrochloric acid solution was added under ice-cooling, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous sodium bicarbonate solution and brine and then dried over anhydrous sodium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (developed with ethyl acetate-hexane) to give the title compound (4.0 g) as a colorless oil.1H-NMR (CDCl3) delta: 1.13 (3H, d, J=6.8 Hz), 1.26 (3H, t, J=7.2 Hz), 1.30-1.46 (2H, m), 1.47-1.55 (1H, m), 1.58-1.66 (1H, m), 1.72-1.84 (1H, m), 2.21-2.30 (1H, m), 3.37 (2H, tt, J=11.8, 2.9 Hz), 3.92-4.03 (2H, m), 4.14 (2H, q, J=7.2 Hz).

As the paragraph descriping shows that 103260-44-2 is playing an increasingly important role.

Reference£º
Patent; Daiichi Sankyo Company, Limited; US2011/82138; (2011); 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.61363-56-2,2H-Pyran-3,5(4H,6H)-dione,as a common compound, the synthetic route is as follows.

61363-56-2, EXAMPLE 29 4-(3-iodo-4-methylphenyl)-1-methyl-1,2,4,9-tetrahydropyrano[3,4-b]pyrazolo[4,3-e]pyridine-3,5(6H,8H)-dione 2H-Pyran-3,5(4H,6H)-dione (0.085 g, 0.75 mmol), 3-iodo4-methyl-benzaldehyde (0.18 g, 0.75 mmol), and 5-amino-1-methyl-1,2-dihydropyrazol-3-one (0.084 g, 0.75 mmol) were processed as described in Example 26C to provide 0.14 g of the title compound. 1H NMR (300 MHz, DMSO-d6) delta 2.38 (s, 3H), 3.49 (s, 3H), 4.0 (s, 2H), 4.52 (q, 2H), 4.88 (s, 1H), 7.05 (dd, 1H), 7.16(d, 1H), 7.56 (d, 1H), 9.58 (bs, 1H), 10.03 (s, 1H); MS (ESI-) m/z 436 (M+H)-; Anal. calcd for C17H16N3IO3.0.5 C2H5OH: C, 46.97;H, 4.16; N, 9.13. Found: C, 46.60;H, 4.42; N, 9.32.

The synthetic route of 61363-56-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Drizin, Irene; Altenbach, Robert J.; Carroll, William A.; US2002/7059; (2002); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

344329-76-6, Tetrahydro-2H-pyran-4-carboxamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 67 (3 g, 23.23 mmol) , Lawson’s reagent (4.7 g, 11.61 mmol) was added to a round bottom flask containing 50 mL of anhydrous tetrahydrofuran, protected with nitrogen, and stirred at 60 for 14 h. LCMS monitoring, after the reaction was completed, quenched with saturated sodium bicarbonate solution (100 mL) , extracted with EtOAc (200 mL ¡Á 2) , and the combined extracts were washed with saturated aqueous sodium chloride (50 mL) , dried with anhydrous Na 2SO 4, concentrated under reduced pressure, and then purified by column chromatography (eluent: dichloromethane/methanol, 10/1, v/v) , obtained 2 g of a white soild, yield: 59.3%. 1HNMR (400 MHz, DMSO-d 6) : delta ppm 1.55-1.59 (m, 2H) , 1.70-1.81 (m, 2H) , 2.68-2.76 (m, 1H) , 3.30-3.34 (m, 2H) , 3.86-3.90 (m, 2H) , 9.10 (s, 1H) , 9.40 (s, 1H) . LCMS: Rt = 1.01 min, MS Calcd.: 145.2, MS Found: 145.9 [M+H], 344329-76-6

As the paragraph descriping shows that 344329-76-6 is playing an increasingly important role.

Reference£º
Patent; ZHUHAI YUFAN BIOTECHNOLOGIES CO., LTD; LIAO, Xuebin; (208 pag.)WO2019/206049; (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.19752-84-2,Tetrahydro-2H-pyran-3-ol,as a common compound, the synthetic route is as follows.

Reference Example 101N-(tetrahydro-2H-pyran-3-yl)-4H-1,2,4-triazol-3-amineA mixture of tetrahydro-2H-pyran-3-ol (2.7 g), pyridinium dichromate (15 g), molecular sieves 4 A (15 g) and tetrahydrofuran (200 mL) was stirred at room temperature for 3 hr. The reaction solution was diluted with diethyl ether (200 mL), the insoluble material was filtered off through silica gel, and the filtrate was concentrated. The obtained residue was dissolved in acetic acid (20 mL), 1H-1,2,4-triazol-3-amine (1.1 g) and sodium cyanoborohydride (4.2 g) were added, and the mixture was stirred at room temperature for 16 hr. Water was added to the reaction mixture, and the solvent was evaporated under reduced pressure. The obtained residue was poured into saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with a mixed solvent of ethyl acetate and isopropyl alcohol (3:1). The obtained extract was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound as a colorless solid (0.19 g, 9%).1H NMR (300 MHz, DMSO-d6) delta 1.33-1.57 (m, 2H), 1.61-1.74 (m, 1H), 1.88-2.02 (m, 1H), 2.95-3.14 (m, 1H), 3.32 (s, 1H), 3.35-3.49 (m, 1H), 3.64-3.75 (m, 1H), 3.77-3.91 (m, 1H), 5.37-6.61 (m, 1H), 7.21-8.18 (m, 1H), 11.88-12.86 (m, 1H), 19752-84-2

As the paragraph descriping shows that 19752-84-2 is playing an increasingly important role.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; US2010/197683; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1197-66-6, 2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a flask containing 2,2,6,6-tetramethyltetrahydro-4H-pyran-4-one (Int 2, 1 eq), cyanoacetamide (1 eq), sulfur (0.9 eq) and diethylamine (1.1 eq) are added. EtOH is then added and the resulting mixture is stirred at 40C overnight. The reaction is diluted with water and partially concentrated by evaporation causing the precipitation of a solid that is separated by filtration. The cake is then washed with water and hexane to afford the desired product., 1197-66-6

As the paragraph descriping shows that 1197-66-6 is playing an increasingly important role.

Reference£º
Patent; GALAPAGOS NV; VAN DER PLAS, Steven Emiel; MARTINA, Sebastien Laurent Xavier; DROPSIT-MONTOVERT, Sebastien Jean-Jacques Cedric; ANDREWS, Martin James Inglis; KELGTERMANS, Hans; WO2015/18823; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

25637-16-5, 4-Bromotetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of {(S)-6-[(R)-7-fluoro-4-(4-hydroxy-phenoxy)-indan-1 -yloxy]-2,3-dihydro- benzofu ra n-3-yl}-acetic acid methyl ester (60 mg), toluene-4-su lfon ic acid 2-methoxy- ethyl ester (34 mg), and cesium carbonate (60 mg) in N,N-dimethylformamide (2 mL) is stirred for 1.5 h at 6000. After cooling to room temperature, the mixture is dilutedwith water an extracted with ethyl acetate. The combined extracts are washed with brine, dried (MgSO4), and concentrated in vacuo. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 80:20-*60:40) to give the title compound. The title compound is prepared from {(S)-6-[(R)-4-(4-cyano-3-hydroxy-phenoxy)-7- fluoro-indan-1 -yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester and 4- bromo-tetrahydropyran following a procedure analogous to that described forIntermediate 8. The crude product is used for the next reaction step without further purification.

25637-16-5, The synthetic route of 25637-16-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; FRATTINI, Sara; LANGKOPF, Elke; WAGNER, Holger; WO2014/86712; (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.33024-60-1,Tetrahydro-2H-pyran-4-amine hydrochloride,as a common compound, the synthetic route is as follows.

Intermediate 17 (0. 031g, 0.1 mmol) was dissolved in acetonitrile (lml). [4-AMINOTETRAHYDROPYRAN HYDROCHLORIDE] (Intermediate 8A, [0.] [015G,] 0.11 mmol) and N, N- diisopropylethylamine (0. [08ML,] 0.5 mmol) were added and the mixture stirred under nitrogen at [85¡ãC] for 16h, then concentrated in vacuo. The residue was partitioned between dichloromethane (DCM) and water. The layers were separated and the organic layer was concentrated in vacuo to afford Example 21 (0.027g). LCMS showed [MH+ =] [380] ; [TRET = 2. 92 MIN.], 33024-60-1

As the paragraph descriping shows that 33024-60-1 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/24728; (2004); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

110238-91-0, Methyl tetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Acid Method B:Synthesis of Compound B6Step 1: Synthesis of Compound B2To a solution of 250 mL of LiAlH4 (2.3M solution in THF, 0.575 mol) in THF (200 mL) is added dropwise a solution of 130 mL (0.974 mol) of compound B l in THF (900 mL) under nitrogen atmosphere (CAUTION: highly exothermic reaction.). The temperature is kept at 40-45 C with an ice-bath. Upon complete addition, the reaction is stirred at room temperature for 1.5 h. The reaction is cooled in an ice-bath and quenched with addition of water (22 mL), 15% aqueous NaOH solution (21 mL) and water (66 mL). The resulting precipitate is removed by filtration through Celite and is rinsed with THF (300 mL). The filtrate is concentrated under reduced pressure to afford 102.5 g of compound B2 as a clear oil. Yield: 91%; ]H-NMR (400 MHz, CHLOROFORM-d) delta ppm 1.20 – 1.39 (2 H, m), 1.56 – 1.83 (3 H, m), 2.03 (1 H, br. s.), 3.29 – 3.52 (4 H, m), 3.89 – 4.05 (2 H, m), 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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; ZINDELL, Renee, M.; ERMANN, Monika; WO2011/109324; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics