Analyzing the synthesis route of 951127-25-6

The synthetic route of 951127-25-6 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.951127-25-6,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

at room temperature, 29b (0.281 g, 0.62 mmol) was dissolved in N,N-dimethylacetamide (4 mL)Intermediate 1 (0.243 g, 0.74 mmol) was added and the mixture was stirred at room temperature for 60 min. A solution of sodium tris (acetoxy) borohydride (0.288 g, 1.36 mmol) was added to the reaction solution at 0 C, and the mixture was gradually added to the reaction at room temperature for 3 hours. The reaction solution was cooled to 0 C, adjusted to pH 8 with water (20 mL) and aqueous ammonia (2 mL), extracted with dichloromethane (50 mL x 3). The organic phases were combined and washed with saturated brine solution (50 mL x 1) Dried over anhydrous magnesium sulfate, filtered, spin dried, and purified by silica gel column chromatography (dichloromethane / methanol (v / v) = 60: 1) to give 29c (0.210 g, 58% yield) as a white solid.

The synthetic route of 951127-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sichuan Haisco Pharmaceutical Co.,Ltd.; FAN, JIANG; ZHANG, CHEN; PENG, FEI; WU, YE; FENG, JIANCHUAN; WANG, JIANMIN; ZHENG, SUXIN; WEI, YONGGANG; YE, FEI; (350 pag.)TW2017/8220; (2017); A;,
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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.

A slurry of 3-methoxy-tetrahydro-pyran-4-one (0.4 g, 3 mmol-described in WO03/093266(A1)), ammonium formate (1.9 g, 30 mmol), 10% palladium on charcoal (Ig) in water:MeOH (1:5, 6 ml) was stirred overnight after which time it was filtered through Hyflo, the mixture concentrated to remove the MeOH, the residue taken up in Et2O, dried (Na2SO4) and concentrated to afford the title product (0.2 g, 49%) as a yellow oil (contaminated by 10-20% of the trans isomer). 1H NMR (300 MHz, CDCl3) (cis isomer) delta 1.60-1.80 (2H, m), 2.95-3.00 (1H, m), 3.22-3.43 (5H, m). 3.82-3.95 (1H, m), 4.01-4.13 (1H, m).

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

Reference£º
Patent; Aebi, Johannes; Binggeli, Alfred; Green, Luke; Hartmann, Guido; Maerki, Hans P.; Mattei, Patrizio; Ricklin, Fabienne; Roche, Olivier; US2009/29963; (2009); A1;,
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Downstream synthetic route of 33821-94-2

As the paragraph descriping shows that 33821-94-2 is playing an increasingly important role.

33821-94-2, 2-(3-Bromopropoxy)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (Z)-phenyl N’-cyano-N-(3,4-difluorophenyl)carbamimidate (286 mg, 1.05 mmol) and 2-(3-bromopropoxy)tetrahydro-2H-pyran (369 mg, 277 mu, 1.57 mmol) in DMF (10.5 mL) was added at room temperature under an atmosphere of nitrogen potassium carbonate (289 mg, 2.09 mmol). The suspension was heated to 85 C over night. Additional 2-(3- bromopropoxy)tetrahydro-2H-pyran (140 mu,, 0.8mmol) and potassium carbonate (145 mg, 1.05 mmol) were added and the reaction was heated for 5 hours to 85 C. Water was added and the reaction was extracted twice with diethyl ether. The combined organic layers were washed with water and with saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered and the solvent was evaporated under reduced pressure. The title compound was obtained as a light yellow viscous oil (202 mg, 46%) after column chromatography on silica gel using a gradient of heptane/ethyl acetate 4: 1 to 1 : 1 (v/v) as eluent.MS ISP (m/e): 332.1 (100) [(M-THP+H)+], 416.3 (5) [(M+H)+].1H NMR (DMSO-D6, 300 MHz): delta (ppm) = 7.38 (t, 2H), 7.26 – 7.16 (m, 3H), 7.05 (m, 3H), 4.52 (t, 1H), 3.97 (t, 2H), 3.85 (m, 2H), 3.48 (m, 2H), 2.00 (pent, 2H), 1.79 (m, 1H), 1.68 (m, 1H), 1.55 (m, 4H)).

As the paragraph descriping shows that 33821-94-2 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; BAUMANN, Karlheinz; FLOHR, Alexander; GOETSCHI, Erwin; GREEN, Luke; JOLIDON, Synese; KNUST, Henner; LIMBERG, Anja; LUEBBERS, Thomas; THOMAS, Andrew; WO2011/101304; (2011); A2;,
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Some tips on 85064-61-5

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, 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.85064-61-5,Tetrahydropyranyl-4-acetic acid,as a common compound, the synthetic route is as follows.

Lambda^Lambda^-dimethylformamide (0.27 mL, 3.47 mmol) was added to a solution of tetrahydropyranyl-4-acetic acid (5.0 g, 34.7 mmol) and thionyl chloride (2.53 mL, 34.7 mmol) in DCM (200 mL) at 0 ¡ãC. After stirring 1 h at RT the solution was cooled to 0 ¡ãC. 7V-Ethyl-A sopropylpropan-2 -amine (15.14 mL, 87 mmol) was added, followed by 4- bromoaniline (5.97 g, 34.7 mmol) in 20 mL DCM were added slowly and the solution was stirred at 0 ¡ãC. After 1 h the reaction was diluted with saturated ammonium chloride and the organics were removed. Ethyl acetate was added and the layers were separated. The aqueous layer was extracted with EtOAc. The combined organic extracts were washed with water, saturated sodium chloride, and dried over sodium sulfate. The solution was filtered and concentrated in vacuo to give the crude material N-(4- bromophenyl)-2-(tetrahydro-2//-pyran-4-yl)acetamide as a tan solid.

85064-61-5 Tetrahydropyranyl-4-acetic acid 2773575, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; AMGEN INC.; PARAS, Nick A,; BROWN, James; CHENG, Yuan; HITCHCOCK, Stephen; JUDD, Ted; LOPEZ, Patricia; MINATTI, Ana Elena; NIXEY, Thomas; POWERS, Timothy; TEGLEY, Christopher M.; XUE, Qiufen; YANG, Bryant; ZHONG, Wenge; WO2011/90911; (2011); A1;,
Tetrahydropyran – Wikipedia
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Some tips on 951127-25-6

951127-25-6 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate 44193925, 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.951127-25-6,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

A solution of 11 (2.5 g, 7.64 mmol) was added to 40 mL of toluene and morpholine (1.30 g, 15.30 mmol) was added. The reaction was heated to reflux and the water was separated with a water separator for 6 hours. The reaction solution was allowed to cool to room temperature and the solid was collected by filtration and washed with toluene to give 1 J (2.1 g, yield 70%) as a white solid.

951127-25-6 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate 44193925, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; SICHUAN HAISCO PHARMACEUTICAL CO., LTD; ZHANG, CHEN; FAN, JIANG; LI, CAI-HU; WEI, YONG-GANG; (99 pag.)TW2017/8222; (2017); A;,
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Some tips on 25637-16-5

25637-16-5 4-Bromotetrahydropyran 13349654, 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.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

In a glass flask having inner volume of 20 ml provided with stirrer, the thermometer, and the reflux condenser, 1.69 g (10.2mmol) of 4-bromotetrahydrofuran, 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), 0.10 g of 4-cyanotetrahydropyran was obtained (reaction yield: 9%).

25637-16-5 4-Bromotetrahydropyran 13349654, aTetrahydropyrans compound, is more and more widely used in various.

Reference£º
Patent; UBE INDUSTRIES LIMITED; NISHINO, SHIGEYOSHI; HIROTSU, KENJI; SHIMA, HIDEYOSHI; IWAMOTO, KEIJI; HARADA, TAKASHI; (13 pag.)JP5673729; (2015); B2;,
Tetrahydropyran – Wikipedia
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Some tips on 103260-44-2

The synthetic route of 103260-44-2 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.103260-44-2,Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate,as a common compound, the synthetic route is as follows.

General procedure: 5.1.5 2-[4-({[4-(1,4-Dioxaspiro[4.5]dec-8-yl)-1-methyl-1H-pyrazol-3-yl]oxy}methyl)phenyl]quinoline (6a) To a stirred mixture of lithium bis(trimethylsilyl)amide (1 M solution in THF, 30.1 mL, 30.1 mmol) in THF (45 mL) cooled with dry ice-acetone bath were dropwisely added a solution of ethyl 1,4-dioxaspiro[4.5]dec-8-ylacetate (5a, 6.55 g, 28.7 mmol) with keeping the temperature below -65 C, and the mixture was stirred at the same temperature for 50 min. To the resultant mixture was dropwisely added methyl formate (3.45 g, 57.4 mmol) with keeping the temperature below -65 C, and the mixture was stirred at the same temperature for 10 min. The resultant mixture was allowed to warm up to room temperature and stirred for 3 h. The reaction was cooled with ice-water bath and quenched with ca. 40 mL of 1 M HCl aqueous solution. The mixture was diluted with brine and extracted with CHCl3, The organic layer was dried over MgSO4, filtered and concentrated in vacuo to give an orange oil. To this orange oil in EtOH (59 mL) was added methylhydrazine (2.64 g, 57.4 mmol), and the mixture was stirred at 100 C for 3 h before cooling at room temperature. The mixture was concentrated in vacuo, and the residue was purified by silica gel column chromatography (0-15% MeOH in CHCl3) to give a white solid (2.91 g). To this white solid (1.48 g) and 2-[4-(chloromethyl)phenyl]quinoline hydrochloride (1.8 g, 6.20 mmol) in DMF (18 mL) was added K2CO3 (2.14 g, 15.5 mmol), and the mixture was stirred at 60 C for 1 h before cooling at room temperature. The mixture was diluted with water and brine, and the mixture was extracted with CHCl3/MeOH (5:1) for 3 times. The combined organic layer was dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (0-3% MeOH in CHCl3) to give 6a (1.10 g, 17%) as a pale yellow oil. 5.1.6 2-[4-({[1-Methyl-4-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-3-yl]oxy}methyl)phenyl]quinoline hydrochloride (6b) Free form of title compound was prepared from 5b in a manner similar to that described for compound 6a, with a yield of 25% as a colorless oil. To this colorless oil (139 mg, 0.35 mmol) in EtOAc (9.7 mL) was added 4 M HCl/EtOAc (0.174 mL), and the mixture was stirred at room temperature for 1 h. The precipitate was collected by filtration to give 6b (76 mg, 50%) as a beige solid.

The synthetic route of 103260-44-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hamaguchi, Wataru; Masuda, Naoyuki; Miyamoto, Satoshi; Shiina, Yasuhiro; Kikuchi, Shigetoshi; Mihara, Takuma; Moriguchi, Hiroyuki; Fushiki, Hiroshi; Murakami, Yoshihiro; Amano, Yasushi; Honbou, Kazuya; Hattori, Kouji; Bioorganic and Medicinal Chemistry; vol. 23; 2; (2015); p. 297 – 313;,
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Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 40191-32-0

40191-32-0 Tetrahydro-2H-pyran-4-carbonyl chloride 2795505, 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.40191-32-0,Tetrahydro-2H-pyran-4-carbonyl chloride,as a common compound, the synthetic route is as follows.

Example 57: {(S)-3-[6-(6-Amino-5-trifluoromethyl-pyridin-3-yl)-5,6,7,8-tetrahydro-pyrido[4,3- d]pyrimidin-4-yloxy]-pyrrolidin-1 -yl}-(tetrahydro-pyran-4-yl)-methanone; To a solution of (S)-tert-butyl 3-(6-(6-(bis(tert-butoxycarbonyl)amino)-5- (trifluoromethyl)pyridin-3-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yloxy)pyrrolidine-1 (120 mg, 0.18 mmol) in CH2CI2 (2.0 mL), was added TFA (2.0 mL) and the mixture stood at rt for 1 h. Concentrated in vacuo and eluted through an Isolute SCX-2 cartridge, eluting with methanol, then with 2M ammonia in methanol. Basic fractions were concentrated in vacuo to give 5-[4-((S)-pyrrolidin-3-yloxy)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]-3- (trifluoromethyl)pyridin-2-yl)amine (61 mg, 90% yield). 5-[4-((S)-pyrrolidin-3-yloxy)-7,8- dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]-3-(trifluoromethyl)pyridin-2-yl)amine (30 mg, 0.079 mmol) was dissolved in CH2CI2 (2.0 mL) and was added simultaneously portionwise with sat.NaHC03(aq) (2.0 mL) to a vigorously stirring solution of tetrahydro-2H-pyran-4-carbonyl chloride (15 mg, 0.10 mmol) in CH2CI2 (2.0 mL) at rt. The resulting biphasic mixture was stirred at rt for 1 h. Diluted with CH2CI2 (10 mL) and the organic layer was separated by filtering through a phase separation tube and concentrated in vacuo. Purification by reverse phase Gilson HPLC (Method A) and subsequent neutralization of the combined fractions by elution through an Isolute SCX-2 cartridge, eluting with methanol, then with 2M ammonia in methanol. Basic fractions were concentrated in vacuo to give {(S)-3-[6-(6-amino-5- trifluoromethyl-pyridin-3-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yloxy]-pyrrolidin-1 -yl}- (tetrahydro-pyran-4-yl)-methanone as a pale yellow powder (19 mg, 50% yield) 1H NMR (400 MHz, CDCIs, 298K) delta ppm 1 .56-1.72 (m, 2H) 1.87-2.03 (m, 2H) 2.23-2.74 (m, 3H) 3.04-3.14 (m, 2H) 3.48-4.13 (m, 12H) 5.15-5.43 (m, 2H, Ar-NH2) 5.73-5.79 (m, 1 H) 7.55-7.64 (m, 1 H) 7.93-8.02 (m, 1 H) 8.61 -8.67 (m, 1 H) LCMS: [M+H]+=397.1 , Rt (3)= 1 .32 min.

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

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

Analyzing the synthesis route of 53911-68-5

The synthetic route of 53911-68-5 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.53911-68-5,4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

The solution of commercial 1,2-phenylenediamine (1.08 g) and 3-(4-chlorophenyl)glutaric anhydride (2.25 g) in 1,4-dioxane (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 N-(2-aminophenyl)-3-(4-chlorophenyl)glutaramic acid (2.1 g) is obtained as off- white solid

The synthetic route of 53911-68-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITAET DES SAARLANDES; US2012/46307; (2012); 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.

Compound II (22.80 g, 0.2 mol, 1.0 e.q.) was dissolved in EtOH (300 mL) and p-toluenesulfonylhydrazide (37.25 g, 0.2 mol, 1.0 e.q.) was added.Heat to 60 C, stir the reaction for 2 h, remove the solvent under reduced pressure, add pyridine (23.73 g, 0.3 mol, 1.5 e.q.), 300 mL DCM,Subsequently, 60 mL of a DCM solution of NBS (53.39 g, 0.3 mol, 1.5 e.q.) was added dropwise, and the reaction was stirred at 20-30 C until the starting material disappeared.Add 10% hydrochloric acid to adjust the pH to 2-3, separate the liquid, dry the organic phase, and purify by concentrated sand column chromatography.The compound III-1 was obtained as a yellow oil, 26.06 g, yield 73.6%.

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

Reference£º
Patent; Nanjing Yaoshi Technology Co., Ltd.; Nanjing Furunkaide Bio-pharmaceutical Co., Ltd.; Li Jilong; Fei Qinlong; Li Hui; (13 pag.)CN108558806; (2018); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics