Tag: M.W:100-200

10521-08-1, 2H-Pyran-2,4,6(3H,5H)-trione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a flask containing 50 g (0.39 mol) of acetonedicarboxylic acid anhydride was added 160 ml of cold dry MeOH. The monomethylester solution was allowed to stand for 1 h and filtered.. The filtrate of acetonedicarboxylic acid monomethyl ester was used directly in the following condensation reaction.

10521-08-1, The synthetic route of 10521-08-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Organix, Inc.; President and Fellows of Harvard College; US6353105; (2002); B1;,
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.

To a suspension of aluminum chloride (205.85 g, 1.54 mol) in dichloromethane (500 mL) was added a solution of glutaric anhydride (80 g, 0.7 mol) in dichloromethane (125 mL) at 0 C. The reaction mixture was stirred for 30 minutes. Fluorobenzene (67.36 g, 0.7 mol) was then added slowly. The progress of the reaction was monitored by TLC. Upon completion, the reaction mixture was poured into ice water (2000 mL) to precipitate a crude solid product, which was collected by filtration. The crude was re-dissolved in a 3% aqueous sodium hydroxide solution (1100 mL). After being washed with dichloromethane (300 mL), the aqueous solution was acidified to obtain a solid product. The product was filtered, washed with water, and vacuum dried to yield compound 3 (125 g). H NMR of compound 3 (CDCl3, 300M Hz): delta=2.10 (q, J=7.2 Hz, 2H), 2.51 (t, J=7.2 Hz, 2H), 3.65 (t, J=7.2 Hz, 2H), 7.13 (t, J=7.4 Hz, 2H), 7.98 (q, J=5.4 Hz, 2H)

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; Heading (Nanjing) Pharmaceutical Technologies Co., Ltd.; Li, Wensen; Liu, Laiyue; Tang, Aichen; Wang, Yanmin; Wang, Hailong; Yu, Wansong; US2015/18565; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

4677-18-3, 2-(Tetrahydro-2H-pyran-4-yl)ethanol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4677-18-3

Example 165: l-(2-Fluorobenzyl)-N-(l-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-1H-pyrazol-4- yl)- 1 H-pyrazo lo [3 ,4-d]pyrimidin-6-amineThe following compound was made according to the procedure in Example 1, using l-(2- (tetrahydro-2H-pyran-4-yl)ethyl)-1H-pyrazol-4-amine and l-(bromomethyl)-2-fluorobenzeneTo prepare l-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-1H-pyrazol-4-amine, diethyl azodicarboxylate (500mg, 451mu1, 2.86mmol) was added dropwise to a solution of 2- (tetrahydro-2H-pyran-4-yl) ethanol (287mg, 2.2mmol), 4-nitropyrazole (250mg, 2.2mmol), and triphenylphosphine (696mg, 2.64mmol) in anhydrous THF (lOmL). The reaction mixture was stirred at rt for 2h, diluted with DCM (lOOmL) and washed with water (50mL). The organics were collected, dried over MgS04, filtered and reduced in vacuo. The crude product was purified by flash chromatography (Petroleum ether 100% to petroleum ether/ethyl acetate, 70:30) to give the desired intermediate. The residue was dissolved in methanol (lOmL), palladium on carbon (50mg) was added and the reaction was stirred under a balloon of hydrogen for 18h. The resulting mixture was filtered through Celite and the filtrate concentrated in vacuo to afford l-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-1H-pyrazol-4-amine which was used without further purification. 1H NMR (d6-DMSO) delta 9.88 (s, 1H), 8.92 (s, 1H), 8.19 – 7.99 (m, 2H), 7.57 (s, 1H), 7.40 – 7.32 (m, 1H), 7.30 – 7.19 (m, 2H), 7.19 – 7.12 (m, 1H), 5.60 (s, 2H), 4.13 (t, J = 7.0 Hz, 2H), 3.80 (dd, J = 11.5, 2.6 Hz, 2H), 3.21 (td, J = 11.5, 1.8 Hz, 2H), 1.72 (q, J = 7.0 Hz, 2H), 1.58 (dd, J = 12.8, 1.8 Hz, 2H), 1.50 – 1.33 (m, 1H), 1.26 – 1.10 (m, 2H); LC-MS method B, (ES+) 422.1, RT = 8.81min.

The synthetic route of 4677-18-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CELLZOME LIMITED; RAMSDEN, Nigel; HARRISON, Richard John; OXENFORD, Sally; BELL, Kathryn; PITON, Nelly; DAGOSTIN, Claudio; BOUSSARD, Cyrille; RATCLIFFE, Andrew; WO2011/48082; (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.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

Cesium carbonate (450 mg, 1.4 mmol) was added to a solution of N-(4-((7-hydroxy-6-methoxyquinazolin-4-yl)oxy)phenyl)-2-( 4-isopropyl-1H-1 ,2,3-triazol-1-yl)acetamide (20010 mg, 0.5 mmol) and 4-bromotetrahydro-2H-pyran (456 mg, 2.8 mmol) in DMF (3 mL) undernitrogen. The resulting mixture was stirred at 100C for 3 hours. The crude product waspurified by preparative HPLC. Fractions containing the desired product were combined andconcentrated under vacuum to afford the title compound as a white solid (124 mg, 52%). 1HNMR (400 MHz, DMSO-d6) 8 1.26 (6H, d), 1.61 – 1.75 (2H, m), 2.09 (2H, d), 2.95 – 3.0715 (lH, m), 3.57- 3.59 (2H, m), 3.86- 3.95 (2H, m), 3.98 (3H, s), 4.94- 4.96 (lH, m), 5.30 (2H,s), 7.25-7.33 (2H, m), 7.55 (2H, d), 7.64- 7.73 (2H, m), 7.90 (lH, d), 8.54 (lH, s), 10.59 (lH,s); m/z: ES+ [M+H]+ 519.

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

Reference£º
Patent; ASTRAZENECA AB; GRECU, Tudor; KETTLE, Jason, Grant; PACKER, Martin, John; PEARSON, Stuart, Eric; SMITH, James, Michael; (58 pag.)WO2018/197643; (2018); 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.108-55-4,Dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

To a solution of 4 g (10.86 mmol) of curcumin, and 330 mg (2.71 mmol) of 4-dimethylaminopyridine (DMAP) in 140 ml tetrahydrofuran (THF), 2.27 ml (16.29 mmol) of Et3N was added. 1.42 g (12.49 mmol) of glutaric anhydride (95%) in 10 mL THF was slowly added dropwise to the curcumin solution. The mixture was stirred and refluxed under N2 atmosphere for 48 hrs. THF was removed under vacuum, redissolved in 100 mL CHCl3 and washed with 100 mL 0.1 N HCl followed by water (3¡Á50 mL) and brine (3¡Á50 mL). The organic layer was separated and dried over anhydrous Na2SO4. The product was purified via column chromatography, eluting with CHCl3:EtOAc (95:5) and isolated as orange powder. Yield: 64%. 1H NMR (CDCl3), delta (ppm): 2.10-2.12 (t, 2H); 2.56-2.58 (t, 2H); 2.69-2.72 (t, 2H); 3.87 (s, 3H); 3.94 (s, 3H); 5.83 (s, 2H); 6.48-6.57 (t, 2H); 6.48-6.57 (m, 1H); 6.94-7.16 (m, 5H); 7.59-7.62 (d, 2H). MS (ESI) calcd. for C26H26O9: 482.48. found: 483.2 [M+H]+.

108-55-4, The synthetic route of 108-55-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; RESEARCH FOUNDATION OF THE CITY UNIVERSITY OF NEW YORK; Banerjee, Probal; Krishnaswami, Raja; (15 pag.)US9446145; (2016); B2;,
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.

Added 3-bromotetrahydropuran (651 ul, 5.901 mmol) to a mixture of 3-methyl-4-nitro-1 H- pyrazole (500 mg, 3.934 mmol) and cesium carbonate (2.564 g, 7.868 mmol) in DMF (5 mL) and stirred at 70 C for 6 d. Added ether (50mL) and filtered off the residues. Removed the solvent from the filtrate in vacuo and purified the residue by flash chromatography on neutral alumina using methanol/dichloromethane (1/99) to give the titled compound (334 mg, 40%). LCMS (Method 1 ) Rt 2.042 min.

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

Reference£º
Patent; BIONOMICS LIMITED; HARVEY, Andrew John; RIPPER, Justin Anthony; HUFF, Belinda Cheryl; PAUL, Dharam; WO2015/123722; (2015); 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.

To a solution of 4-bromo- 1 -chloro-2-(3-methoxypropoxy)bcnzcne (27.9 g, 0. 1 mo I ) in THF (300 ml.) was added l -tetrahydropyran-4-ylethanone (25 g, 0.2 mol), Pd2(dba)3 ( 1 .37 g, 1.5 mmol ), Xantphos ( 1 .74 g, 3.0 mmol) and sodium rm-butoxidc (28 g, 0.3 mol ). The result ing mixture was st irred for 8 h at 60 C under argon atmosphere. After being cooled to rt, the result ing suspension was filtered with suct ion. The filter cake was poured into water and acidified to pH=3 ith 2 M hydrochloride acid. The mixture was extracted with ethyl acetate (400 ml. ) 2 times and the combined organic layers were washed with water ( 200 ml. ) and brine, dried over anhydrous Na2S04 and concentrated to give 2-[4-chloro-3-(3- methoxypropoxy)phenyi ]- l -tetrahydropyran-4-yl-ethaiione (30 g) as a ye 1 low oil.To a solution of 4-bromo- 1 -chloro-2-(3-methoxypropoxy)bcnzcne (27.9 g, 0. 1 mo I ) in THF (300 ml.) was added l -tetrahydropyran-4-ylethanone (25 g, 0.2 mol), Pd2(dba)3 ( 1 .37 g, 1.5 mmol ), Xantphos ( 1 .74 g, 3.0 mmol) and sodium rm-butoxidc (28 g, 0.3 mol ). The result ing mixture was st irred for 8 h at 60 C under argon atmosphere. After being cooled to rt, the result ing suspension was filtered with suct ion. The filter cake was poured into water and acidified to pH=3 ith 2 M hydrochloride acid. The mixture was extracted with ethyl acetate (400 ml. ) 2 times and the combined organic layers were washed with water ( 200 ml. ) and brine, dried over anhydrous Na2S04 and concentrated to give 2-[4-chloro-3-(3- methoxypropoxy)phenyi ]- l -tetrahydropyran-4-yl-ethaiione (30 g) as a ye 1 low oil.

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAN, Xingchun; JIANG, Min; WANG, Jianhua; ZHOU, Chengang; WANG, Yongguang; YANG, Song; (135 pag.)WO2016/71215; (2016); 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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

General procedure: To a stirred solution of 1H-indole-5-carbonitrile (1.5 g, 10.56 mmol) in DMF (8 mL) were added KI (1.75 g, 10.56 mmol) followed by NaH (1.26 g, 31.68 mmol) in portion wise at 0 C and reaction mixture was stirred at the same temperature for 5 mm. After 5 mi 4-(bromomethyl) tetrahydro-2H-pyran (2.1 mL, 15.84 mmol) was added to reaction mixture at 0 C then stirred atrt for 4 h. Progress of the reaction was monitored by TLC. Reaction mixture was quenched withcrushed ice, stirred for 15 mm, solid obtained in the reaction mixture was filtered off, dried undervaccum to get the pale cream solid (yield: 2.25g, 88.9 %).1H NMR (400 IVIFIz, CDC13) 8.0 (s, 1H), 7.47-7.36 (m, 2H), 7.18 (d, J= 3.14 Hz, 1H), 6.58 (d, J= 3.0 Hz, 1H), 4.02 (d, J 7.29 Hz, 2H), 3.98 (d, J= 3.38 Hz, 2H), 3.38-3.28 (m, 2H), 2.10-2.05(m, 1H), 1.5 1-1.40 (m, 4H),LC-MS m/z (M): calculated 240; found (M+H): 241, 125552-89-8

As the paragraph descriping shows that 125552-89-8 is playing an increasingly important role.

Reference£º
Patent; BIOIMICS AB; KIRSEBOM, Lars; UPADHAYAYA, Ram Shankar; KETHIRI, Raghava Reddy; VIRTANEN, Anders; (241 pag.)WO2019/88910; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

40191-32-0, Tetrahydro-2H-pyran-4-carbonyl chloride is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[(S)-3-( 6-Benzyl-5, 6, 7, 8-tetrahydro-pyrido[4, 3-d]pyrimidin-4-yloxy)-pyrrolidin-1-yl]-(tetrahydro- pyran-4-yl)-methanone; Step 2; To a solution of 6-benzyl-4-((S)-pyrrolidin-3-yloxy)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidine (420 mg, 1.35 mmol) in 4ml_ of CH2CI2 was added tetrahydro-pyran-4-carbonyl chloride (0.210 mL, 1 .637 mmol) and Et3N (0.380 mL, 2.73 mmol). The reaction mixture was stirred at room temperature for 30 min then was quenched with H20, extracted with CH2CI2, filtered and evaporated under vacuum. Purification by flash-chromatography on silica gel (CH2CI2 / MeOH 95/5) gave [(S)-3-(6-benzyl-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yloxy)- pyrrolidin-1-yl]-(tetrahydro-pyran-4-yl)-methanone (420 mg, 73% yield) as a yellow foam. 1H NMR (400 MHz, DMSO-d6, 298K) delta ppm 1 .37-1.64 (m, 4H) 1.95-2.29 (m, 2H) 2.56-2.83 (m, 4H) 3.28-3.91 (m,13H) 5.54-5.68 (m, 1 H) 7.24-7.36 (m, 5H) 8.54-8.59 (m, 1 H). LCMS:[M+H]+= 423.6, Rt(7)= 0.68.

40191-32-0, 40191-32-0 Tetrahydro-2H-pyran-4-carbonyl chloride 2795505, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo; GRAVELEAU, Nadege; HEBACH, Christina; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STOWASSER, Frank; STRANG, Ross; TUFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; WO2012/4299; (2012); 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,125552-89-8

A mixture of 1H-indazole-5-sulfonic acid (4-ethylphenyl)amide (1.30 g; 4.31 mmol), cesium carbonate (2.11 g; 6.47 mmol) and 4-(bromomethyl)tetrahydropyran (680 mul; 5.18 mmol; 1.20 eq.) in N-methyl-2-pyrrolidone (10 ml) is stirred for 16 hours at a temperature of 50 C. The reaction medium is diluted with ethyl acetate (30 ml). The organic phase is washed with saturated NH4Cl solution (20 ml), with saturated NaHCO3 solution (20 ml) and with water (20 ml). The organic phase is dried (MgSO4), filtered and concentrated. The crude product is purified by preparative HPLC (C18 column, eluent: acetonitrile in water/0.1% of formic acid). The 1-(tetrahydropyran-4-ylmethyl)-1H-indazole-5-sulfonic acid (4-ethylphenyl)(tetrahydropyran-4-ylmethyl)amide (360 mg; 17%) is obtained in the form of a white solid. 1H NMR (DMSO-d6) delta: 1.08-1.23 (m, 5H), 1.25-1.47 (m, 5H), 1.52-1.62 (m, 2H), 2.60 (q, J=7.5 Hz, 2H), 3.13 (td, J=11.6, 2.2 Hz, 2H), 3.23 (td, J=11.3, 3.0 Hz, 2H), 3.43 (d, J=7.2 Hz, 2H), 3.72-3.87 (m, 4H), 4.38 (d, J=7.1 Hz, 2H), 6.97 (d, J=8.4 Hz, 2H), 7.17 (d, J=8.4 Hz, 2H), 7.46 (dd, J=9.0, 1.7 Hz, 1H), 7.84-7.98 (m, 1H), 8.10 (d, J=1.7 Hz, 1H), 8.29 (d, J=0.9 Hz, 1H). MS: [M+H]=498

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

Reference£º
Patent; GALDERMA RESEARCH & DEVELOPMENT; MUSICKI, Branislav; OUVRY, Gilles; THOREAU, Etienne; BOUIX-PETER, Claire; (85 pag.)US2017/342062; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics