Simple exploration of 1768-64-5

The synthetic route of 1768-64-5 has been constantly updated, and we look forward to future research findings.

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

[00314] (Tetrahydro-2H-pyran-4-yl)magnesium chloride^o^ . To a vigorously stirred suspension of Mg (0.500 g, 20.57 mmol) turnings and iodine (0.019 g, 0.075 mmol) in THF (5 mL) under N2 (g) was added 1,2-dibromoethane (0.10 mL, 1.160 mmol) and 10% of a solution of 4-chlorotetrahydro-2H-pyran (1.00 mL, 9.24 mmol) in THF (5 mL). The mixture was heated to 60 C and as the reaction mixture turned clear and Grignard initiation took place, the remainder of the solution of 4-chlorotetrahydro-2H-pyran (1.00 mL, 9.24 mmol) in THF was added slowly over 30 min. The reaction mixture was stirred at 65 C for 2 h to deliver a solution of (tetrahydro-2H-pyran-4-yl)magnesium chloride in THF. The Grignard solution was used without any further purification.

The synthetic route of 1768-64-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian K.; AUDIA, James Edmund; COTE, Alexandre; GEHLING, Victor S.; HARMANGE, Jean-christophe; HEWITT, Michael C.; LEBLANC, Yves; NAVESCHUK, Christopher G.; TAYLOR, Alexander M.; VASWANI, Rishi G.; WO2012/75383; (2012); A2;,
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Brief introduction of 5631-96-9

The synthetic route of 5631-96-9 has been constantly updated, and we look forward to future research findings.

5631-96-9, 2-(2-Chloroethoxy)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the compound 3 (39.12 g, 0.24 mol) was added diethanolamine (25.23 g 0.24 mol), Na2CO3 (31.80 g, 0.30 mol), NaI (2g, 13.34mmol), TBAB (0.3 g) and DMF (60 mL), and then stirred at 140 C for 5 hours. The solvent DMF was evaporated in vacuo. Then ethyl acetate (100 mL) and 10% NaCl solution (100 mL) were added in sequence, and stirred for 5 minutes. The aqueous phase was separated and the organic phase was washed with 100 mL of 10% aqueous NaCI, dried over anhydrous Na2SO4, and evaporated in vacuo to give 2,2′-((2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)amino)bis(ethane-1-ol) (Compound 4), pale yellow oil, 50.39 g, yield 90%. It was used directly in the next synthesis without further purification.

The synthetic route of 5631-96-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Zhai Xuexu; (9 pag.)CN108774215; (2018); A;,
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Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 624734-17-4

624734-17-4 3-Methoxydihydro-2H-pyran-4(3H)-one 23533610, aTetrahydropyrans compound, is more and more widely used in various.

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.

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 3-Methoxydihydro-2H-pyran-4(3H)-one 23533610, aTetrahydropyrans compound, is more and more widely used in various.

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;,
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Brief introduction of 1245724-46-2

As the paragraph descriping shows that 1245724-46-2 is playing an increasingly important role.

1245724-46-2, (S)-Tetrahydro-2H-pyran-3-amine hydrochloride is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of ketone Int-90-17 (14.4 mg, 0.04 mmol), (S)-3- aminotetrahydropyran hydrochloride (11.0 mg, 0.08 mmol) and DIPEA (14 muL, 0.08 mmol) in 1,2-dichloroethane (1.5 mL) was stirred at room temperature for 10 min. To the mixture were added NaBH(OAc)3 (25.4 mg, 0.12 mmol) and AcOH (7 muL, 0.12 mmol). The resulting mixture was stirred at room temperature overnight. After filtration through Celite, the filtrate was concentrated under reduced pressure. The residue was purified by preparative-TLC (CH2Cl2:MeOH = 95:5) to give Compound 90 as yellow oil (15.6 mg, 88% yield). LCMS: (M+1) m/z = 447.

As the paragraph descriping shows that 1245724-46-2 is playing an increasingly important role.

Reference£º
Patent; THE SCRIPPS RESEARCH INSTITUTE; BLACKTHORN THERAPEUTICS, INC.; ROBERTS, Edward; GUERRERO, Miguel A.; URBANO, Mariangela; ROSEN, Hugh; JONES, Rob; LAXAMANA, Candace Mae; ZHAO, Xianrui; TURTLE, Eric Douglas; (331 pag.)WO2018/170492; (2018); A1;,
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Downstream synthetic route of 53911-68-5

As the paragraph descriping shows that 53911-68-5 is playing an increasingly important role.

53911-68-5, 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The solution of commercial 1,2-phenylenediamine (1.08g) and 3-(4-chlorophenyl)glutaric anhydride (2.25 g) in 1,4-diotaoxane (7 ml) was stirred at rt for 10 min. A voluminous precipitate is formed which is kept at rt for further 50 min. The thick slurry is heated to reflux with methanol, cooled to rt, isolated by suction filtration, and washed with methanol. After drying in vacuo /V-(2-aminophenyl)-3-(4- chlorophenyl)glutaramic acid (2.1 g) is obtained as off-white solid.

As the paragraph descriping shows that 53911-68-5 is playing an increasingly important role.

Reference£º
Patent; UNIVERSITAET DES SAARLANDES; ENGEL, Matthias; FROeHNER, Wolfgang; STROBA, Adriane; BIONDI, Ricardo M.; WO2010/43711; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 141095-78-5

141095-78-5 2-Bromo-1-(tetrahydro-2H-pyran-4-yl)ethanone 13197225, aTetrahydropyrans compound, is more and more widely used in various.

141095-78-5, 2-Bromo-1-(tetrahydro-2H-pyran-4-yl)ethanone is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of 150 mg (0.591 mmol) of (8S)-2-chloro-8-trifluoromethyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one and 578.13 mg (1.77 mmol) of cesium carbonate in 10 mL of acetonitrile is stirred for 15 minutes at room temperature. 146.97 mg (0.709 mmol) of 2-bromo-1-(tetrahydropyran-4-yl)ethanone are then added. After stirring overnight at room temperature, the reaction mixture is evaporated and the residue is taken up in water and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate and evaporated to dryness to give 220 mg of (8S)-2-chloro-9-[2-oxo-2-(tetrahydropyran-4-yl)ethyl]-8-trifluoromethyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one, corresponding to the following characteristics: LC/MS (method G): ESI+ [M+H]+: m/z 380. tr (min) = 1 .94. 1H NMR (300 MHz, delta in ppm, CDCl3): 1.58-2.04 (m, 2H), 2.37 (m, 1 H), 2.5 (m, 1 H), 2.76 (m, 1 H), 3.5 (4H), 3.9 (d, 1 H), 3.96-4.02 (m, 4H), 4.6 (m, 1 H), 5.25 (d, 1 H), 5.99 (s, 1 H).

141095-78-5 2-Bromo-1-(tetrahydro-2H-pyran-4-yl)ethanone 13197225, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; SANOFI; EL-AHMAD, Youssef; FILOCHE-ROMME, Bruno; GANZHORM, Axel; MARCINIAK, Gilbert; MUZET, Nicolas; RONAN, Baptiste; VIVET, Bertrand; ZERR, Veronique; WO2013/190123; (2013); A1;,
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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.

A solution of 2-[(2-amino-5-methoxyphenyl)disulfanyl]-4-methoxy- aniline (llb-4) (0.337 g, 1 .09 mmol) and oxane-3,5-dione (III-5) (0.250 g, 2.19 mmol) in ethanol (7 ml) and triethylamine (0.5 ml) was refluxed for 16 hours. After completion of the reaction the mixture was concentrated to dry- ness under reduced pressure. The yield after flash chromatography (100-200 mesh size silica gel, 25% ethyl acetate in hexane) was 10 mg.

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

Reference£º
Patent; MEDEIA THERAPEUTICS LTD; RATILAINEN, Jari; GOLDSTEINS, Gundars; WO2014/191632; (2014); A1;,
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Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 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.

General procedure GP5 (alkylation of hydroxyarylsulfonamides) F G Substituted phenol F (0.20 mmol) was dissolved in dimethyl formamide (3 – 5 mL), cooled in an ice bath and treated with sodium hydride (55% purity, 0.24 mmol, 1.2 eq). After stirring for 20 min the corresponding alkyl or benzyl halide (0.30 mmol, 1.5 eq) was added and the reaction mixture was allowed to warm up and was stirred at room temperature (if not indicated otherwise) until TLC showed consumption of starting material. Water and ethyl acetate were added, the organic phase was washed twice with water, dried and concentrated in vacuo. The crude was purified as indicated in the examples to yield pure Example 165 2-(2-Chlorophenyl)-N-[3-sulfamoyl-4-(tetrahydro-2H-pyran-3- ylmethoxy)phenyl]acetamide According to general procedure GP5, 2-(2-chlorophenyl)-N-(4-hydroxy-3- sulfamoylphenyl)acetamide (102 mg, 0.30 mmol) and 3-(bromomethyl)tetrahydro-2H- pyran (80.6 mg, 0.45 mmol) were converted to 2-(2-Chlorophenyl)-N-[3-sulfamoyl-4- (tetrahydro-2H-pyran-3-ylmethoxy)phenyl]acetamide (stiring overnight at room temperature was followed by stirring at 65 C for 7 h) and was purified by preparative HPLC (Waters XBrigde C185mu 100x30mm, acetonitrile/water + 0.2% aqueous ammonia (32%)) (25 mg, 0.0570 mmol, 19 % yield, 97 % purity). LC-MS (Method B): Rt = 0.98 min MS (ESIneg): m/z = 437 (M-H)+ 1H-NMR (500MHz, DMSO-d6) [ppm]: 1.30 – 1.64 (m, 3H), 1.78 – 1.88 (m, 1H), 2.11 – 2.20 (m, 1H), 3.24 – 3.43 (m, 2H), 3.68 – 3.75 (m, 1H), 3.80 (s, 2H), 3.90 – 4.00 (m, 3H), 6.92 (s, 2H), 7.15 (d, 1H), 7.27 – 7.33 (m, 2H), 7.38 – 7.46 (m, 2H), 7.75 (dd, 1H), 8.01 (d, 1H), 10.28 (s, 1H).

The synthetic route of 116131-44-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WERNER, Stefan; MESCH, Stefanie; BRAeUER, Nico; POOK, Elisabeth; DAHLLOeF, Henrik; NUBBEMEYER, Reinhard; OSMERS, Maren; KALTHOF, Bernd; (386 pag.)WO2016/198374; (2016); A1;,
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Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 97986-34-0

The synthetic route of 97986-34-0 has been constantly updated, and we look forward to future research findings.

97986-34-0, Tetrahydro-2H-pyran-4-yl 4-methylbenzenesulfonate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a glass flask having inner volume of 20 ml provided with stirrer, the thermometer, and the reflux condenser, 2.62 g (10.2mmol) of tetrahydropyranyl 4-p-toluenesulfonate, potassium cyanide 1.0g (15.4mmol), and 10 ml of dimethyl sulfoxide were added and the mixture was reacted at 80 degrees C for 7 hours. After completion of the reaction, the reaction mixture was analyszed by gas chromatography (internal standard method), 0.46 g of 4-cyanotetrahydropyran was obtained (reaction yield: 41%).

The synthetic route of 97986-34-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UBE INDUSTRIES LIMITED; NISHINO, SHIGEYOSHI; HIROTSU, KENJI; SHIMA, HIDEYOSHI; IWAMOTO, KEIJI; HARADA, TAKASHI; (13 pag.)JP5673729; (2015); B2;,
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Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 101691-65-0

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101691-65-0, (Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3: Synthesis of B-4Prepared as described by adaptation of the following literature reference:Watson, R.J. et al. Tetrahedron Lett. 2002, 43, 683-685. To a solution of 224 g (0.83 mol) of compound B-3 in methyl isobutylketone (1.6 L) are added 189 g (1.66 mol) of potassium thioacetate. The beige suspension is stirred at 70 C for 4.5 h. The reaction mixture is cooled to room temperature and water (1.8 L) is added. The organic layer is washed with 10% aqueous K2CO3 solution (1.8 L) and water (1 L). The organic layer is filtered through celite (20 g), activated charcoal (20 g) and Na2S04 (20 g) and the filtrate is concentrated under reduced pressure. The residual oil is azeotroped with methylcyclohexane (200 mL) and n-heptanes (250 mL) to afford 138 g of compound B-4 as a yellow-orange oil (CAUTION: Stench.). Yield: 96%; ES-MS: m/z 175 [M+H]; *H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.23 – 1.40 (2 H, m), 1.59 – 1.78 (3 H, m), 2.33 (3 H, d, 7=4.16 Hz), 2.82 (2 H, dd, 7=6.24, 3.79 Hz), 3.27- 3.39 (2 H, m), 3.88 – 4.02 (2 H, m)

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Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HICKEY, Eugene Richard; RIETHER, Doris; ERMANN, Monika; WO2012/12307; (2012); A1;,
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Tetrahydropyran – an overview | ScienceDirect Topics