Day: September 17, 2020

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

Example 1D 5-amino-2H-pyran-3(6H)-one The crude product from Example 1C (33 g) was treated with ethanol (800 mL) and concentrated sulfuric acid (0.2 mL), heated to reflux for 2 hours, cooled to 0 C., treated with methanol saturated with ammonia (200 mL), stirred at ambient temperature for 4 hours and concentrated. The residue was purified by flash chromatography over silica gel (2% and then 5% and then 10% methanol/methylene chloride) to provide the title compound (5 g). MS (DCI/NH3)m/z 114 (M+H)+, 131 (M+NH4)+; 1H NMR (DMSO-d6) delta3.80 (s, 2H), 4.19 (s, 2H), 5.01 (s, 1H), 7.01 (bs, 2H)., 61363-56-2

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; Altenbach, Robert J.; Rotert, Gary A.; Carroll, William A.; Gopalakrishnan, Murali; Molinari, Eduardo Jose Vicente; Davis-Taber, Rachel A.; Scott, Victoria Eleanor Sarah; US2003/65182; (2003); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

To a 1-methyl-2-pyrrolidone (2.0 mL) solution of the compound (41 mg) obtained by the technique of Reference Example 37, N,N?-carbonyldiimidazole (21 mg) was added, and the resultant was stirred at room temperature for 1 hour. Then, pyrazin-2-amine (14 mg) was added thereto, and the resultant was stirred at room temperature for 1 hour, then at 100 C. for 3.5 hours, then overnight at room temperature, and further at 100 C. for 7.5 hours. A saturated aqueous solution of sodium bicarbonate was added to the reaction solution, followed by extraction with chloroform. An organic layer was separated using a phase separator, and the solvent was distilled off under reduced pressure. The obtained residue was purified by preparative LC to obtain the title compound (2.5 mg) as a pale yellow oil.MS (ESI-APCI): 373[M+H]+1H NMR (600 MHz, CHLOROFORM-d) deltappm 1.15-1.25 (6H, m), 2.17-2.24 (6H, m), 2.99 (3H, s), 3.01-3.24 (3H, m), 3.25-3.69 (4H, m), 4.22 (2H, s), 6.58 (1H, s), 7.01 (1H, s), 7.43 (1H, br. s.), 7.67 (1H, s)

141095-78-5, The synthetic route of 141095-78-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TOYAMA CHEMICAL CO., LTD.; TAISHO PHARMACEUTICAL CO., LTD.; Tanikawa, Tetsuya; Ushiki, Yasunobu; Ushiyama, Fumihito; Yamaguchi, Toru; Ono, Naoya; Yamamoto, Keiko; Tsuruta, Risa; Tsutsui, Yasuhiro; Fujino, Noritomo; Mori, Ayumu; US2014/155597; (2014); 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.110238-91-0,Methyl tetrahydro-2H-pyran-4-carboxylate,as a common compound, the synthetic route is as follows.

Ammonium hydroxide (1 L) was added to a solution of methyl tetrahydropyranyl acetate (20 mL, 150 mmol) in methanol (500 mL), and the reaction was stirred overnight at ambient temperature. Additional ammonium hydroxide (500 mL) was added, and the reaction was stirred for four additional days. The methanol was removed under reduced pressure. Solid sodium chloride was added to the aqueous layer, which was extracted with chloroform (3 x 150 mL). The combined extracts were dried over sodium sulfate, filtered, and concentrated under reduced pressure to provide 11.4 g of tetrahydropyran-4- carboxamide as a white solid., 110238-91-0

The synthetic route of 110238-91-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2004/58759; (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.220641-87-2,N-Methyltetrahydro-2H-pyran-4-amine,as a common compound, the synthetic route is as follows.

N-Methyltetrahydro-2H-pyran-4-amine (19 mg,(bromomethyl)phenyl)boronic acid (23.60 mg, 0.111 mmol) were suspended in15 acetonitrile (2 mL). K2C03 (37.9 mg, 0.275 mmol) was added, then the reaction mixture was stirred at room temperature for lOh. The reaction mixture was concentrated, dioxane (1 mL) and water (0.5 mL), phosphoric acid, potassium salt (46.6 mg, 0.22 mmol) and 7- bromo-5 -(1 -(tetrahydro-2H-pyran-4-yl)- 1 H- 1,2,3 -triazol-5 -yl)pyrrolo[2, 1 -f] [1 ,2,4]triazin- 4-amine (20 mg, 0.055 mmol) (Intermediate Ri) were added to the residue. The reaction20 vessel was evacuated, backfilled with N2 and then degassed by bubbling N2 while being sonicated. Tetrakis triphenylphosphine (7 mg, 5.49 .imol) was added and the degassing process was repeated. The reaction mixture was heated at 140 C in a microwave for 45 mm. The reaction complex was filtered, washed with water and extracted with ethyl acetate (10 mL x 3). The organic layers were combined, dried and concentrated. The25 crude mixture was purified by preparative LC method C to provide 7-(3-((methyl (tetrahydro-2H-pyran-4-yl)amino)methyl)phenyl)-5 -(1 -(tetrahydro-2H-pyran-4-yl)- 1 H- 1 ,2,3-triazol-5-yl)pyrrolo[2, 1 -f] [1 ,2,4]triazin-4-amine (8.2 mg, 41% yield). LC/MS(M+H) = 489.30. ?HNMR(500 MHz, MeOD) 5 1.72 (m, 2H), 1.85 (m, 2H), 2.01 (m,2H), 2.29 (s, 3H), 2.42 (m, 2H), 2.75 (m, 1H), 3.42 (m, 2H), 3.47 (m, 2H), 3.73 (s, 2H),4.06 (m, 4H), 4.56 (m, 1H), 6.97 (s, 1H), 7.37 (d, 2H), 7.47 (t, 1H), 7.84 (s, 1H), 7.95 (m,2H), 8.01 (s, 1H).

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; BHIDE, Rajeev S.; BATT, Douglas G.; CHERNEY, Robert J.; CORNELIUS, Lyndon A.M.; LIU, Qingjie; MARCOUX, David; NEELS, James; POSS, Michael A.; QIN, Lan-ying; RUAN, Zheming; SHI, Qing; SRIVASTAVA, Anurag S.; TINO, Joseph A.; WATTERSON, Scott Hunter; (532 pag.)WO2016/64957; (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.116131-44-3,3-(Bromomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

In a 200 ml-capacity glass flask equipped with a stirring device, a thermometer, a reflux condenser and a dropping funnel, 11.39 g (47.8 mmol) of potassium 3-amino-N-(furan-2-yl)benzenesulfonamide, potassium carbonate 6.93 g (50. lmmol) and 60 ml of hydrazine, N-dimethylformamide were added under a nitrogen atmosphere. While stirring at room temperature, 8.99 g (50.2 mmol) of 3-methylbromo-tetrahydropyran was added, and the mixture was reacted at 70 to 80 C for 3 to 4 hours. After the reaction was completed, the mixture was cooled to room temperature, and then 200 ml of toluene was added. After washing twice with water (180 ml), it was dried over magnesium sulfate. After filtration, it was concentrated under reduced pressure. Then, the obtained yellow oil was purified by silica gel column chromatography (packing material: Wakogel C-200, eluent: hexane / ethyl acetate = 1/2 (volume ratio)). N-(furan-2-yl)-3-(((tetrahydro-2H-pyran-3-yl)methyl)amino)benzenesulfonamide 11.90 g (yield 74%), purity 99% Amino solids by area fraction of high performance liquid chromatography).

116131-44-3, 116131-44-3 3-(Bromomethyl)tetrahydro-2H-pyran 22617257, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Liu Shuangwei; (6 pag.)CN108003144; (2018); 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.36838-71-8,4-Methylenetetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

EXAMPLE H8: 4-r((2/?.5S)-44f3-r(5-fluoro-2-methylpyrimidin-4-yl)aminol-6.6- dimethyl^.beta-dihvdropyrrolora^-cipyrazol-SdHWIlcarbonvD^.delta- dimethylpiperazin-1-yl)methyl1tetrahvdro-2H-pyran-4-ol; Intermediate H8(i): 1 ,6-dioxaspiro[2.5]octane; A solution of 4-methylenetetrahydro-2/-/-pyran (1.00 g, 10.2 mmol) in CH2CI2 (30 ml_) was placed in an ice bath then mef¡ã-chloroperoxybenzoic acid (2.46 g, 14.3 mmol) was added in three portions. The reaction was slowly warmed to RT and stirred for 3h then quenched with 10% NaOH(aq) (10 ml_) and extracted withCH2CI2 (2 x 15 ml_). The combined extracts were dried (MgSO4), filtered and concentrated to provide intermediate H8(i) as a clear oil (607 mg, 52%)., 36838-71-8

36838-71-8 4-Methylenetetrahydro-2H-pyran 548975, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; WO2008/96260; (2008); 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.101691-65-0,(Tetrahydro-2H-pyran-4-yl)methyl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

To a solution of Example 95A (9.1 g, 33.7 mmol) in EtOH (50 mL) was added hydrazine hydrate (3.3 mL, 67.3 mmol). The mixture was warmed to reflux (85 C.) and was allowed to stir for 20 hours. The mixture was cooled to ambient temperature then 4,4-dimethyl-3-oxopentanenitrile (8.4 g, 67.3 mmol) was added and the mixture was again warmed to reflux (85 C.) and was allowed to stir for 6 hours. The mixture was concentrated under reduced pressure and the residue was dissolved in CH2Cl2 (30 mL) and saturated aqueous NaHCO3 (20 mL) was added slowly. The layers were separated and the aqueous phase was extracted with CH2Cl2 (3¡Á10 mL). The combined organic extracts were dried over Na2SO4, filtered and concentrated under reduced pressure. Purification via column chromatography (SiO2, 50% hexanes/EtOAc to 100% EtOAc to 9:1:0.1 EtOAc:MeOH:Et3N) provided the title compound (5.2 g, 21.9 mmol, 65% yield). MS (DCI/NH3) m/z 238 (M+H)+, 101691-65-0

Big data shows that 101691-65-0 is playing an increasingly important role.

Reference£º
Patent; ABBOTT LABORATORIES; US2010/69348; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

7525-64-6, 4-Methyltetrahydro-2H-pyran-4-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7525-64-6, At 0C, pyridine (1.81 mL, 22.5 mmol) was added dropwise to a suspension of 4- methyltetrahydropyran-4-ol (1.74g, 15mmol) and 2-bromo-2,2-difluoro-acetyl chloride (3.3 g, 17 mmol) in ACN (13 mL). The mixture was then warmed to rt, stirred for 30 minutes and concentrated. The residue was triturated with heptane and filtered. The filtrate was concentrated to give (8a) as yellow oil (1.9 g, 7 mmol, 45%).

As the paragraph descriping shows that 7525-64-6 is playing an increasingly important role.

Reference£º
Patent; MUTABILIS; BARBION, Julien; CARAVANO, Audrey; CHASSET, Sophie; CHEVREUIL, Francis; LEDOUSSAL, Benoit; LE STRAT, Frederic; MOREAU, Francois; QUERNIN, Marie-Helene; WAECKEL, Ludovic; SIMON, Christophe; OLIVEIRA, Chrystelle; (91 pag.)WO2018/141991; (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.14774-37-9,Tetrahydropyran-4-methanol,as a common compound, the synthetic route is as follows.,14774-37-9

I: Toluene-4-sulfonic acid tetrahydropyran-4-ylmethyl ester Intermediate p-Toluenesulfonyl chloride (29.8 g, 157 mmol) was added portionwise to a mixture of tetrahydro-2H-pyran-4-yl-methanol (20.0 g, 172 mmol) and pyridine (25.2 ml, 313 mmol) in dichloromethane (200 ml). The mixture was stirred at room temperature for 17 h, then quenched with aqueous hydrochloric acid (2 M; 100 ml). The layers were separated and the aqueous layer extracted 2 with dichloromethane (2*100 ml). The organic layers were combined and concentrated in vacuo. Recrystallisation from dichloromethane:n-heptane (5:1) afforded toluene-4-sulfonic acid tetrahydro-pyran-4-ylmethyl ester. The mother liquors were further purified by silica gel column chromatography eluding with 50% dichloromethane in n-heptane to yield a further quantity of toluene-4-sulfonic acid tetrahydropyran-4-ylmethyl ester (total yield 41.6 g, 154 mmol).

As the paragraph descriping shows that 14774-37-9 is playing an increasingly important role.

Reference£º
Patent; N.V. Organon; US2008/207598; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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 flask containing (S)-(but-3-yn-2-yloxy)(tert-butyl)dimethylsilane 34 (2.21 g, 12 mmol) in dry THF (40 mL) was added dropwise at -30 C a solution of n-BuLi (1.6 M in hexanes, 7.5 mL, 12 mmol) and the mixture was stirred for 30 min. The reaction mixture was cooled to -78 C, dry HMPA (5 mL) was added and the solution stirred for 15 min. Then a solution of 2-(3-bromopropoxy)tetrahydro-2H-pyran (2.54 g, 11.4 mmol) in dry THF (10 mL) was added dropwise and the reaction mixture was allowed to warm to 23 C slowly. After 40 h, the reaction mixture was diluted with water (5 mL) and extracted with Et2O (4 ¡Á 25 mL). The combined organic extracts were washed with H2O (5 mL) and brine (5 mL), dried over MgSO4, filtered and the solvents removed under reduced pressure. The crude product was purified by column chromatography (pentane:Et2O 90:10) to give 35 (3.02 g, 81% yield). 1H NMR (400 MHz, 21 C, CDCl3): 4.61-4.56 (m, 1H), 4.54-4.45 (m, 1H), 3.92-3.76 (m, 2H), 3.55-3.41 (m, 2H), 2.36-2.24 (m, 2H), 1.88-1.66 (m, 4H), 1.64-1.46 (m, 4H), 1.37 (d, J 6.4, 3H), 0.90 (s, 9H), 0.11 (d, J 3.9, 6H)., 33821-94-2

The synthetic route of 33821-94-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Krief, Alain; Wouters, Johan; Norberg, Bernadette; Kremer, Adrian; Arkivoc; vol. 2018; 5; (2018); p. 308 – 333;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics