Tag: M.W:100-200

220641-87-2, N-Methyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of example 258: 2-Ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-4-methyl-6-(methyl- tetrahydro-pyran-4-yl-amin -pyridine-3-carboxylic acid amideA solution of 338 mg (1.0 mmol) 6-chloro-2-ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-4- methyl-pyridine-3-carboxylic acid amide (synthesis is described in section b) of example 2), 172 mg (1.5 mmol) N-methyl-tetrahydro-2H-pyran-4-amine and 509 muIota (3.0 mmol) DIPEA in NMP (1 ml) was heated in the microwave at 180 C for 2 h. Subsequently the RM was diluted with a 2M aq. NaOH sol, water and EtOAc and the layers were separated. The organic layer was washed with water and brine, dried over MgS04 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 13:7) provided 77 mg (0.18 mmol, 18%) 2-Ethylsulfanyl- N-[(3-fluorophenyl)-methyl]-4-methyl-6-(methyl-tetrahydro-pyran-4-yl-amino)-pyridine-3- carboxylic acid amide (example 258). [M+H]+ 418.2, 220641-87-2

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

Reference£º
Patent; GRUeNENTHAL GMBH; KUeHNERT, Sven; BAHRENBERG, Gregor; KLESS, Achim; SCHROeDER, Wolfgang; LUCAS, Simon; WO2012/52167; (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.2081-44-9,Tetrahydro-2H-pyran-4-ol,as a common compound, the synthetic route is as follows.

As shown in step 2-i of Scheme 2, methanesulfonyl chloride (12 mL, 0.155 mol) was added dropwise to a mixture of tetrahydro-2H-pyran-4-ol (15.83 g, 0.155 mol), triethylamine (21.6 mL, 0.155 mol), and dimethylaminopyridine (1.89 g, 0.015 mol) in 200 mL of DCM at 00C. The reaction was warmed to room temperature and stirred for 16 hours. The organics were washed with water, washed with brine, dried over magnesium sulfate, filtered, and the volatiles removed under reduced pressure to provide tetrahydro-2H-pyran-4- yl methanesulfonate (Compound 1010, 22.6 g, 80.9% yield) as a yellow solid: 1H NMR (300 MHz, CDCl3) delta 4.90 (qn, J=4.2 Hz, IH), 3.95 (dt, J=12.0, 4.2 Hz, 2H), 3.59-3.51 (m, 2H), 3.04 (s, 3H), 2.08-2.01 (m, 2H), 1.94-1.82 (m, 2H)., 2081-44-9

The synthetic route of 2081-44-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VERTEX PHARMACEUTICALS INCORPORATED; LAUFFER, David; LI, Pan; MCGINTY, Kira; RONKIN, Steven; TANG, Qing; GRILLOT, Anne-Laure; WAAL, Nathan; WO2010/48131; (2010); 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.137052-08-5,1-(Tetrahydro-2H-pyran-4-yl)ethanone,as a common compound, the synthetic route is as follows.

Step 3 A 200 mL sealed tube was charged with 4-acetyltetrahydro-4H-pyran 3 (7.0 g, 55 mmol), THF (100 mL), and a solution of titanium(IV) ethoxide (28.6 mL, 136 mmol) in THF (30 mL). The resulting mixture was degassed by evacuation and back-fill with N2 (3*), sealed, and immersed in a 85 C. oil bath. After 30 h, the reaction was poured into an erlenmeyer containing 300 mL of water, and the mixture was further diluted with EtOAc (200 mL) and stirred vigorously for 15 minutes. The mixture was then filtered through paper with copious EtOAc washes. The phases of the filtrate were separated and the aqueous portion was extracted 2* with EtOAc. The organic portions were combined, washed with brine, dried over MgSO4, filtered, and concentrated. This crude sample was subjected to column chromatography (ISCO, 330 g silica, 100 mL/min, 0% to 100% EtOAc/hexanes) to give (R)-2-methyl-N-(1-(tetrahydro-2H-pyran-4-yl)ethylidene)propane-2-sulfinamide 4 (9.2 g, 73%). LCMS (conditions D): tR=1.85 min, m/e=232.2 (M+H, base).

137052-08-5, The synthetic route of 137052-08-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Schering Corporation; US2012/195881; (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.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

Step A: Preparation of Intermediate 4-(4-Bromophenylthio)-tetrahydro-2H-pyran.To a solution of 4-bromobenzenethiol (300 mg, 1.60 mmol) in DMF (3 mL) was added sodium hydride (60% dispersion in mineral oil) (95 mg, 2.38 mmol) and 4-bromo-tetrahydro- 2H-pyran (458 mg, 1.75 mmol). The resulting mixture was stirred for 18 h at room temperature. The reaction was diluted with water and extracted twice with EtOAc. Purification by flash chromatography on silica gel (0-5% EtOAc in hexane) yielded the title compound (340 mg,78%) as a clear oil. 1H NMR (400 MHz, CDCl3) delta ppm 1.60 – 1.76 (m, 2 H), 1.92 (dd, J = 11.87, 1.52 Hz, 2 H), 3.20 – 3.33 (m, 1 H), 3.39 – 3.51 (m, 2 H), 3.93 – 4.05 (m, 2 H), 7.28 – 7.34(m, 2 H), 7.42 – 7.49 (m, 2 H)., 25637-16-5

As the paragraph descriping shows that 25637-16-5 is playing an increasingly important role.

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; WO2008/48609; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

61363-56-2, 2H-Pyran-3,5(4H,6H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

61363-56-2, EXAMPLE 28 5-(4-chloro-3-nitrophenyl)-5,10-dihydro-1H,3H-dipyrano[3,4-b:4,3-e]pyridine-4,6(7H,9H)-dione A mixture of tetrahydropyran-3,5-dione (Terasawa, J. Org. Chem. (1977), 42, 1163-1169) (0.27 g, 2.4 mmol), 4-chloro-3-nitrobenzaldehyde (0.54 g, 2.9 mmol) and the product from Example 11C (0.27 g, 2.4 mmol) in ethanol (3 mL) was heated to 80 C. for 60 hours and then allowed to stand at ambient temperature for 5 hours. The solid was collected by filtration, washed with ethanol, dissolved in 1:1 methanol/methylene chloride, filtered, heated on steam bath (replacing the methylene chloride with methanol and concentrating the mixture to approximately 5 mL) and allowed to stand at ambient temperature for 2 hours. The resulting solid was collected by filtration, washed with methanol and dried to provide the title compound (0.061 g). mp>260; MS (ESI(+)) m/z 377 (M+H)+; MS (ESI(-)) m/z 375 (M-H)-; 1H NMR (DMSO-d6) delta 4.06 (s, 4H), 4.51 (AB q, 4H), 5.02 (s, 1H), 7.54 (dd, 1H), 7.68 (d, 1H), 7.79 (d, 1H), 10.18 (bs, 1H); Anal. Calcd for C17H13N2O6Cl: C, 54.20; H, 3.48; N, 7.44. Found: C, 53.84; H, 3.81; N, 7.14.

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

Reference£º
Patent; Abbott Laboratories; US6191140; (2001); B1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

14774-37-9, Tetrahydropyran-4-methanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of (3,3-difluorocyclobutyl)methanol (4.0 g, 32.8 mmol) in dichloromethane (109 ml) at room temperature was added Dess-Martin Periodinane (16.7 g, 39.3 mmol). After 2 h, the reaction was diluted with two volumes of ether and treated with sodiumthiosulfate (32 g) in water (160 mL). After stirring at room temperature for 10 min, the layers were separated. The ethereal was washed with saturated sodium bicarbonate (2X), dried over magnesium sulfate, and filtered. The resulting solution was concentrated via distillation of the solvent through a short path distillation apparatus. The distillation was discontinued when 6.56 g remained in the boiling flask. Integration of the 1H NMR showed product as a 28.4 wt% solution in diethyl ether (1.86 g, 47% yield). The material was directly used without further concentration, 14774-37-9

The synthetic route of 14774-37-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Degnan, Andrew P.; Maxwell, Darrell; Balakrishnan, Anand; Brown, Jeffrey M.; Easton, Amy; Gulianello, Michael; Hanumegowda, Umesh; Hill-Drzewi, Melissa; Miller, Regina; Santone, Kenneth S.; Senapati, Arun; Shields, Eric E.; Sivarao, Digavalli V.; Westphal, Ryan; Whiterock, Valerie J.; Zhuo, Xiaoliang; Bronson, Joanne J.; Macor, John E.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 24; (2016); p. 5871 – 5876;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

85064-61-5, Tetrahydropyranyl-4-acetic acid is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

85064-61-5, Example 13 To a mixture of tetrahydro-2H-pyran-4-ylacetic acid (89 mg), N,N-dimethyl formamide (1 muL), and dichloromethane (1 mL) was added oxalylchloride (54 muL), and the mixture was stirred at room temperature for 2 hours. The reaction liquid was concentrated under reduced pressure, and then toluene (1 mL) was added thereto, followed by further concentration under reduced pressure, to obtain crude tetrahydro-2H-pyran-4-yl acetyl chloride.

As the paragraph descriping shows that 85064-61-5 is playing an increasingly important role.

Reference£º
Patent; Astellas Pharma Inc.; US2011/53912; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

108-55-4, Dihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Curcumin 8 (100 mg, 0.27 mmol) and glutaric anhydride (31 mg, 0.27 mmol) were dissolved in toluene (15 ml). DMAP (39 mg, 0.32 mmol) was added followed by TEA (150 L, 1 mmol). The reaction mixture was stirred refluxed under inert gas for 6 h. The solvent was evaporated under vacuum. The orange precipitate was re-dissolved in ethyl acetate (50 mL) and washed with 1M HCl (5 mL). The organic phase was extracted, and the solvent was removed and dried. The crude product was purified via column chromatography using CH2Cl2:CH3OH (95:5 (v/v) as eluent. MS (ESI) [C26H26O9]: Calcd: 482.4792 Found: 483.2623 [M + H]+ and 505.2484 [M + Na]+. 1HNMR (CDCl3, 400 MHz, delta ppm): 2.08-2.11 (m, 2H), 2.55 (t, J =11.1Hz, 2H), 2.69 (t, J = 10.8, 2H), 3.86 (s, 3H), 3.93 (s, 3H), 5.81 (s, 2H), 6.44-6.55 (m, 3H), 6.91 (d, 1H), 7.09-7.61 (m, 7H). 13C NMR (CDCl3, 100 MHz, delta ppm): 19.99, 32.22, 32.74, 55.88, 101.42, 101.96, 109.72, 111.52, 114.91, 120.91, 122.24, 123.28, 124.27, 127.00, 134.15, 139.39, 140.96, 141.18, 146.65, 148.54, 151.60, 170.84, 175.56, 181.79, 184.64., 108-55-4

108-55-4 Dihydro-2H-pyran-2,6(3H)-dione 7940, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Article; Darwish, Shaban; Mozaffari, Saghar; Parang, Keykavous; Tiwari, Rakesh; Tetrahedron Letters; vol. 58; 49; (2017); p. 4617 – 4622;,
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.108-55-4,Dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

Intermediate 1: 5-(Benzyloxy)-5-oxopentanoic AcidDissolve glutaric anhydride (8.76¡Á10-2 mol) in dichloromethane (300 ml) and place under stirring. Add 4-dimethylaminopyridine (7.88¡Á10-2 mol) and benzyl alcohol (7.88¡Á10-2 mol) and then leave the reaction mixture at ambient temperature. After 4 hours and 30 minutes, the mixture is hydrolysed with aqueous 5% sodium carbonate solution (200 ml). Separate the two phases by decanting. The aqueous phase is then acidified with aqueous 1M hydrochloric acid solution and subsequently extracted with ethyl acetate. The organic phase is washed with brine, dried over magnesium sulphate, filtered and evaporated to dryness under reduced pressure.The title product is obtained in the form of a white solid which is used without subsequent purification., 108-55-4

108-55-4 Dihydro-2H-pyran-2,6(3H)-dione 7940, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; LES LABORATOIRES SERVIER; US2010/286225; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 3,5-dichloro-4-((l,4-dimethyl-6-(trifluoromethyl)-lH-indol-2-yl)methyl)pyridin-2-ol (200 mg, 0.514 mmol) in DMF (2.6 ml) was added potassium carbonate (284 mg, 2.056 mmol) and 4- (bromomethyl)tetrahydropyran (0.135 ml, 1.028 mmol) and reaction mixture was stirred at 100C for 2 hours. The reaction mixture was diluted with water and the obtained aqueous layer was extracted with ethyl acetate. The obtained organic layer was dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluting with 5-100% ethyl acetate in dichloromethane) then by preparative LCMS to give 2-((3,5- dicMoro-2-((tetrahydro-2H-pyran-4-yl)methoxy)pyridin-4-yl)methyl)-l,4-dimethyl-6- (trifluoromethyl)-lH-indole (108 mg, 40%) as a white solid LC/MS (Method g) Rt = 2.26 min.; MS m/z: 487 [M+H]+ NMR (DMSO-d6, 400MHz): delta 8.32 (m, 1H), 7.70 (s, 1H), 7.07 (s, 1H), 5.80 (s, 1H), 4.42 (s, 2H), 4.24 (d, J=6.3 Hz, 2H), 3.91 (s, 3H), 3.88 (m, 2H), 3.34 (m, 2H), 2.38 (s, 3H), 2.07 (m, 1H), 1.68 (m, 2H), 1.39 (m, 2H) and 3,5-dichloro-4-((l,4-dimethyl-6-(trifluoromethyl)-lH-indol-2-yl)methyl)-l- ((tetrahydro-2H-pyran-4-yl)methyl)pyridin-2(lH)-one (46 mg, 18%) as a white solid. LC/MS (Method g) R, = 1.84 min.; MS m/z: 487 [M+H]+ NMR (DMSO-d6, 400MHz): delta 8.14 (s, 1H), 7.69 (s, 1H), 7.07 (s, 1H), 6.00 (s, 1H), 4.30 (s, 2H), 3.82-3.95 (m, 7H), 3.20-3.30 (m, 2H), 2.41 (s, 3H), 2.09 (m, 1H), 1.48 (m, 2H), 1.30 (m, 2H).

125552-89-8, 125552-89-8 4-(Bromomethyl)tetrahydropyran 2773286, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; ABBVIE INC.; ARGIRIADI, Maria A.; BREINLINGER, Eric; CUSACK, Kevin P.; HOBSON, Adrian, D.; POTIN, Dominique; BARTH, Martine; AMAUDRUT, Jerome; POUPARDIN, Olivia; MOUNIER, Laurent; KORT, Michael, E.; (392 pag.)WO2016/198908; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics