Heterocyclic Building Blocks-Tetrahydropyrans

1768-64-5, 4-Chlorotetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLES 57 TO 78; [00244] The procedures of Scheme E (General Procedure A) or Scheme F (General Procedure B) were employed to prepare the Examples 57 to 78 compounds.; Alkylation of Indazoles, General Procedure A; [00242] Shell vials were charged with methyl 3-(lH-indazol-5-yl)-2,2-dimethyl-3- phenylpropanate (150 mg, 0.49 mmol) in 2 mL THF and NaH (69 mg of 60% oil immersed, 1.8 mmol) was added under N2. After foaming subsided (about 10 min), the alkylating agent (2.24 mmol, 4.6 equiv) was added neat and the reactions were heated to reflux for 16 hr. The reactions were cooled, concentrated by rotary evaporation, diluted with 2 mL DMSO, 1 mL MeOH, and 1 mL 5M NaOH and heated for another 16 hr. The crude N-alkylated acids were purified by HPLC and lyophilized to give pure acids which were confirmed by LC-MS and then coupled to a Z-Za-NH2 amine using General Coupling Method A. The alkylation reactions gave mixtures of the N-I and N-2 alkylated indazoles (typically in a 1 : 1-3: 1 ratio favoring N-I) which could be separated by HPLC at the acid stage (and coupled independently) or separated at the final amide stage after coupling.

1768-64-5, As the paragraph descriping shows that 1768-64-5 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/57856; (2008); 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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

A solution of N,N-diisopropylamine (3.65 mL) in tetrahydrofuran (50 mL) was purged with nitrogen, a 1.6M n-butyllithium hexane solution (16.1 mL) was added at -78C, and the mixture was stirred at -78C for 30 min. To the reaction solution was added dropwise a solution of ethyl [6-(methylsulfanyl)pyridin-3-yl]acetate (4.55 g) in tetrahydrofuran (40 mL), and the mixture was stirred at -78C for 30 min. To the reaction solution was added a solution of 4-(iodomethyl)tetrahydro-2H-pyran (5.83 mL) in tetrahydrofuran (40 mL), and the mixture was stirred at -78C for 2 hr. The reaction solution was warmed to room temperature, and stirred at room temperature for 3 days. A saturated aqueous ammonium chloride solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane = 10:90 – 50:50, volume ratio) to give the title compound (3.90 g, yield 59%) as a pale-yellow oil. MS:310(MH+). _, 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; Takeda Pharmaceutical Company Limited; EP2149550; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

29943-42-8, Dihydro-2H-pyran-4(3H)-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(f) 2-[2-(tetrahydropyran-4-yl)-ethylamino]-adenosine-5′-N-ethylcarboxamide; the starting 2-(tetrahydro-pyran-4-yl)-ethylamine can be prepared from tetrahydropyran-4-one e.g. by Wittig condensation with diethyl cyanomethyl phosphonate followed by hydrogenation and reduction with lithium aluminum hydride.

29943-42-8, The synthetic route of 29943-42-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ciba-Geigy Corporation; US4968697; (1990); A;,
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.65412-03-5,4-(2-Aminoethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

65412-03-5, 3,5-Dibromo-pyrazin-2-amine (5.05 g, 20.1 mmol), 2-(tetrahydro-2H-pyran-4-yl)ethanamine (4.00 g, 24.1 mmol), N,N-diisopropylethylamine (5.19 g, 40.2 mmol), and n-butanol (120 mL) were heated in a sealed tube at 130 C for 18 h. The solution was condensed under reduced pressure and the product was recrystallized from methanol to give (5.8 g, 96% yield).

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

Reference£º
Article; Mortensen, Deborah S.; Sapienza, John; Lee, Branden G.S.; Perrin-Ninkovic, Sophie M.; Harris, Roy; Shevlin, Graziella; Parnes, Jason S.; Whitefield, Brandon; Hickman, Matt; Khambatta, Gody; Bisonette, Rene R.; Peng, Sophie; Gamez, Jim C.; Leisten, Jim; Narla, Rama Krishna; Fultz, Kimberly E.; Sankar, Sabita; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1588 – 1591;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

585-88-6, Maltitol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

585-88-6, Example 2; a) A tank is filled with Maltitol syrup at ca. 96% purity (C* Maltidex H 16330, Cargill); dry substance = 45% b) NaOH solution was added, (NaOH = 0.2% on db (dry base); pH >10.5 c) Followed by flowing through an heat exchanger (T=80C), and d) Flowing through the column with the anionic resin BVH=0.5 (Bed volume/hour) The results are displayed in Table 2.Table 2Flow: 0.5BVH Temp=80C

585-88-6 Maltitol 493591, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; CARGILL, INCORPORATED; WO2007/68578; (2007); 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 27 4-(3-bromo-4-fluorophenyl)-1-ethyl-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 (0.11 g, 1 mmol), 3-bromo-4-fluorebenzaldehyde (0.2 g, 1 mmol), and 5-amino-1-ethyl-1,2-dihydropyrazol-3-one (0.12g, 1 mmol) were processed as described in Example 26C to provide 0.1 g of the title compound. 1H NMR (300 MHz, DMSO-d6) delta 1.2 (t, 3H), 3.82 (q,2H), 3.99 (s, 2H), 4.52 (q, 2H), 4.96 (s, 1H), 7.18 (m, 1H), 7.21 (t, 1H), 7.39 (dd, 1H), 9.65 (bs, 1H), 10.52 (s, 1H); MS (ESI) m/z 406 (MH)-; Anal. calcd for C17H15N3BrFO3.0.5 C2H5OH: C, 50.13;H, 4.21; N, 9.74. Found: C, 49.94;H, 3.96; N, 9.21.

61363-56-2 2H-Pyran-3,5(4H,6H)-dione 325287, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Drizin, Irene; Altenbach, Robert J.; Carroll, William A.; US2002/7059; (2002); 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.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

Example: 13a(17?, 3S )-1-(1′ -Napthyl)ethyl 3-(carboxylomethyl)-5- methylhexanoate VII and (1 ‘R, ZR )-1 -(1 ‘ -Napthyl)ethyl 3- (carboxylomethyl)-5- methylhexanoate Vila Imidazole (0.02 g, 0.29 mmole) was added to a solution of the enantiomeric ( ?)- (+)-a-methyl-1 -napthalenemethanol IX (0.25 g, 1 .45 mmole) in terf-butyl methyl ether (2 ml) at – 78 C under an atmosphere of nitrogen. A solution of the anhydride VIII (0.25 g, 1 .47 mmole) in terf-butyl methyl ether (1 ml) was added to it and the reaction mixture was stirred at this temperature until the reaction was complete as indicated from the TLC.An aqueous solution of citric acid was added to the reaction mixture and it was allowed to warm up to room temperature. The organic layer was washed with an aqueous solution of citric acid (2 x 2 ml), water (3 x 2 ml) and brine (3 x 3 ml), dried over sodium sulfate and concentrated to furnish a diastereomeric mixture of esters VII and Vila; yield: 0.5 g, quantitative.

185815-59-2, As the paragraph descriping shows that 185815-59-2 is playing an increasingly important role.

Reference£º
Patent; Dr. Braja Sundar Pradhan; WO2012/93411; (2012); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

4677-20-7, 4-(2-Bromoethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4677-20-7

f) To a solution of 5-chloro-2-hydroxybenzaldehyde 162 mg (1 .0 mmol) in DMF (2 ml_), 172 mg of K2C03 (1 .2 mmol) and 4-(2-bromoethyl)tetrahydro-2H-pyran (200 mg, 1 .0 mmol) were added. Reaction was stirred at 405C overnight. Then, it was allowed to cool to room temperature. Water was added and a white precipitated appeared. The mixture was extracted with EtAcO (x3), and the organic phases combined and washed with a 10% solution of NaCI in water. It was dried with anhydrous Na2S04, filtered and the solvent evaporated to obtain 5-chloro-2-(2- (tetrahydro-2H-pyran-4-yl)ethoxy)benzaldehyde (220 mg, 80%).

4677-20-7 4-(2-Bromoethyl)tetrahydropyran 22637012, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

25850-22-0, 2,2-Dimethyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 5-({[(3,4-dimethoxyphenyl)amino]carbonyl}amino)-2-{phenyl[4-(trifluoromethyl)phenyl]methoxy}benzoic acid (300 mg, 0.530 mmol), 1-hydroxy-1H-benzotriazole (122 mg, 0.798 mmol), 2,2-dimethyltetrahydro-2H-pyran-4-yl amine (137 mg, 1.06 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (126 mg, 0.660 mmol) and DMF (3 ML) was stirred under ice-cooling for 1 hour and at room temperature for 12 hours, was poured into water, and was extracted with ethyl acetate.. The extracted solution was washed with water, was dried with anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure.. The residue was purified by silicagel column chromatography (hexane:ethyl acetate = 1:2), to obtain the titled compound as a solid.. This was recrystallized from hexane and ethyl acetate. 315 mg (87.7%) 1H-NMR (CDCl3) delta; 0.66 to 1.07 (8H, m), 1.27 to 1.86 (2H, m), 3.32 to 3.60 (2H, m), 3.84 (6H, s), 4.02 to 4.19 (1H, m), 6.32 (1H, s), 6.66 to 7.98 (18H, m), 25850-22-0

25850-22-0 2,2-Dimethyltetrahydro-2H-pyran-4-amine 3809203, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; EP1437344; (2004); 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.4295-99-2,4-Cyanotetrahydro-4H-pyran,as a common compound, the synthetic route is as follows.

To a solution of tetrahydro-2H-pyran-4-carbonitrile (800 mg, 7.20 mmol) in THF (20 ml_) was added aluminum(lll) lithium deuteride at 0 C. The mixture was stirred at 0 C for 2 hr. To the stirred reaction mixture was sequentially added 300 uL of water, 900 muIota_ of 1 N NaOH and 300 muIota_ of water. The mixture was filtered through a thin layer of celite to remove the solid. The filtrate was dried over sodium sulfate, filtered off and concentrated in vacuo giving 700 mg of titled compound. LCMS (m/z): 1 18.2 [M+H]+, retention time = 0.25 min. The crude product was used directly for next step.

4295-99-2, The synthetic route of 4295-99-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; ANTONIOS-MCCREA, William R.; BARSANTI, Paul A.; HU, Cheng; JIN, Xianming; LIN, Xiaodong; MARTIN, Eric J.; PAN, Yue; PFISTER, Keith B; RENHOWE, Paul A.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/101065; (2012); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics