New learning discoveries about 1228779-96-1

1228779-96-1, 1228779-96-1 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide 57474953, 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.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

Compound 6-2 was dissolved in dichloromethane,Add (3 eq) EDCI, (0.3 eq) DMAP,After stirring at room temperature for half an hour, compound 1-5 (0.8 eq) was added.It is then reacted at room temperature for 6-8 hours. After the reaction is completed, the reaction is quenched with water.Extract three times with dichloromethane, and combine the organic phases with saturated brine.After drying anhydrous sodium sulfate, mix the sample on the column.CH2Cl2: MeOH = 100:1 to 30:1 gave compound S6.

1228779-96-1, 1228779-96-1 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide 57474953, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhang Ao; Tan Wenfu; Liu Xiaohua; Huang Wenjing; Zhang Yu; Yang Jun; (37 pag.)CN110143974; (2019); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 1197-66-6

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

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

Simple exploration of 19752-84-2

As the paragraph descriping shows that 19752-84-2 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.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

Downstream synthetic route of 344329-76-6

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

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

Analyzing the synthesis route of 61363-56-2

The synthetic route of 61363-56-2 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.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

Analyzing the synthesis route of 103260-44-2

As the paragraph descriping shows that 103260-44-2 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.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

Simple exploration of 220641-87-2

As the paragraph descriping shows that 220641-87-2 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.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

Some tips on 116131-44-3

116131-44-3, The synthetic route of 116131-44-3 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.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

Analyzing the synthesis route of 624734-17-4

The synthetic route of 624734-17-4 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.624734-17-4,3-Methoxydihydro-2H-pyran-4(3H)-one,as a common compound, the synthetic route is as follows.

General procedure: Toa solution of ((3aS,5S,6aR)-5-aminohexahydro-2H-cyclopenta[b]furan-3a-yl)(3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)methanone (119 mg, 0.33 mmol, 1 eq) in DCM at rtwas added acetic acid (0.01 mL, 0.17 mmol, 0.5 eq),3-methoxytetrahydro-4H-pyran-4-one (131 mg, 1.0 mmol, 3 eq) and sodiumtriacetoxyborohydride (355 mg, 1.67 mmol, 5 eq). After stirring overnight, saturated NaHCO3was added, the solution extracted with DCM, the organics combined, dried overMgSO4, and concentrated.Purification by chromatography (12 g) eluting with 4 to 8% methanol/DCMwith ammonia afforded compound 2a ((3aS,5S,6aR)-5-((3-methoxytetrahydro-2H-pyran-4-yl)amino)hexahydro-2H-cyclopenta[b]furan-3a-yl)(3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)methanone(83 mg, 50%). 1H NMR (CHLOROFORM-d)d: 8.72 (br. s., 1H), 7.70 (br. s., 1H), 4.98 -5.14 (m, 1H), 4.70 – 4.89 (m, 2H),3.80 – 4.18 (m, 5H), 3.25 – 3.75 (m, 8H), 3.07 – 3.24 (m, 2H), 2.53 – 2.89 (m,1H), 2.01 – 2.48 (m, 4H), 1.39 – 1.88 (m, 5H).ESI-MS (m/z): Calculated for C23H30F3N3O4:470.2 (M+1); found: 470.2., 624734-17-4

The synthetic route of 624734-17-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Winters, Michael P.; Teleha, Christopher A.; Kang, Fu-An; McComsey, David; O’Neill, John C.; Hou, Cuifen; Kirchner, Thomas; Wang, Ping; Johnson, Dana; Sui, Zhihua; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2137 – 2140;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 65412-03-5

As the paragraph descriping shows that 65412-03-5 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.65412-03-5,4-(2-Aminoethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

General procedure: Step A: A mixture of 19 TFA salt (9 mg, 0.06 mmol), 11 (32 mg,0.07 mmol) and Cs2CO3 (45 mg, 0.14 mmol) in DMF (0.63 mL)was stirred at 65 C for 12 h. The reaction mixture was filtered,and the crude product was purified by preparative TLC on silicagel eluting with 80% EtOAc/hexanes to give 5-chloro-N-(2,4-dimethoxybenzyl)-2-fluoro-4-(((hexahydrofuro[2,3-b]furan-3a-yl)methyl)amino)-N-(thiazol-2-yl)benzenesulfonamide (20 mg, 54%)as a white foam. 1H NMR (500 MHz, CDCl3) d 7.77 (d, J = 6.9 Hz,1H), 7.40 (d, J = 3.5 Hz, 1H), 7.23 (d, J = 8.2 Hz, 1H), 6.98 (d,J = 3.5 Hz, 1H), 6.43-6.30 (m, 3H), 5.47 (s, 1H), 5.21 (s, 2H), 5.05-4.95 (m, 1H), 4.09 (dd, J = 8.8, 5.0 Hz, 4H), 3.82-3.70 (m, 7H),3.35 (d, J = 5.2 Hz, 2H), 2.14-1.98 (m, 4H). 584.2 (M+H)+. Step B:A solution of 5-chloro-N-(2,4-dimethoxybenzyl)-2-fluoro-4-(((hexahydrofuro[2,3-b]furan-3a-yl)methyl)amino)-N-(thiazol-2-yl)benzenesulfonamide (20 mg, 0.034 mmol) and TFA (0.05 mL) inDCM (0.34 mL) was stirred at rt for 1 h. The solvents wereremoved, and residue was purified via preparative HPLC (MethodC) to give 4 (6 mg)., 65412-03-5

As the paragraph descriping shows that 65412-03-5 is playing an increasingly important role.

Reference£º
Article; Wu, Yong-Jin; Guernon, Jason; McClure, Andrea; Luo, Guanglin; Rajamani, Ramkumar; Ng, Alicia; Easton, Amy; Newton, Amy; Bourin, Clotilde; Parker, Dawn; Mosure, Kathleen; Barnaby, Omar; Soars, Matthew G.; Knox, Ronald J.; Matchett, Michele; Pieschl, Rick; Herrington, James; Chen, Ping; Sivarao; Bristow, Linda J.; Meanwell, Nicholas A.; Bronson, Joanne; Olson, Richard; Thompson, Lorin A.; Dzierba, Carolyn; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5490 – 5505;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics