Tag: M.W:100-200

4295-99-2, 4-Cyanotetrahydro-4H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4295-99-2

[00312] KHMDS 1 M in THF (0.758 mL) was added dropwise to a mixture of 5-bromo-6- chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 44.2, 100 mg, 0.253 mmol) and tetrahydro-2 h-pyran-4-carbonitrile (42.1 mg, 0.379 mmol) in THF (2.5 mL), under a nitrogen atmosphere. The RM was stirred at -70C for 1 h, and allowed to warm to RT overnight. The RM was quenched with water and the solvent was evaporated off under reduced pressure to afford 5- bromo-6-(4-cyanotetrahydro-2 h-pyran-4-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide, of which (50 mg, 0.106 mmol), Pd(Ph3P)4 (18 mg, 0.016 mmol), pyrimidin-5-ylboronic acid (20 mg, 0.159 mmol), K3PO4 (68 mg, 0.319 mmol) and toluene (1.3 mL) were added to a vial, which was sealed, evacuated / purged with argon. The RM was stirred at 110C for 3 h, diluted with MeOH, filtered through a cartridge PL-Thiol MP-Resin and concentrated the combined filtrates were evaporated to dryness under reduced pressure. The crude product was purified by preparative SFC (Column 2-EP, gradient: 6% to 11 % in 6 min) and lyophilized to afford an off- white powder. UPLC-MS (Condition 2) tR = 1.2 min, m/z = 469.9 [M+H]+; XH-NMR (600 MHz, DMSO-d6) delta ppm 2.00 (d, J=13.55 Hz, 2 H) 2.40 (td, J=13.08, 3.95 Hz, 2 H) 3.52 (t, J=12.14 Hz, 2 H) 3.94 (d, J=8.66 Hz, 2 H) 7.39 (d, J=8.66 Hz, 2 H) 7.86 (d, J=8.85 Hz, 2 H) 8.30 (s, 1 H) 8.96 (s, 2 H) 9.23 (d, J=1.13 Hz, 1 H) 9.32 (s, 1 H) 10.67 (s, 1 H).

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

Reference£º
Patent; NOVARTIS AG; FURET, Pascal; GROTZFELD, Robert Martin; JONES, Darryl Brynley; MANLEY, Paul; MARZINZIK, Andreas; MOUSSAOUI, Saliha; PELLE, Xavier Francois Andre; SALEM, Bahaa; SCHOEPFER, Joseph; WO2013/171641; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

156002-64-1, Methyl 2-(tetrahydro-2H-pyran-4-yl)acetate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Lithium hydroxide monohydrate (151.7 mmol), as a solution indistilled water (79.5 mL, 1.9 M), was added to a solution of the ester (7.59 mmol) in THF (79.5 mL, 0.1 M) at room temperature in air and stirred at 60 C for 90 min. The mixture was cooled to room temperature, acidified to pH 0 with 1M HCl and partitioned with EtOAc (20 mL). The aqueous layer was extracted with EtOAc (20 mL) and the organic layer was washed with brine (20 mL), dried (MgSO4), filtered, and concentrated under vacuum to give the desired compound, which was taken forward without purification., 156002-64-1

156002-64-1 Methyl 2-(tetrahydro-2H-pyran-4-yl)acetate 46738768, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Article; Shouksmith, Andrew E.; Evans, Laura E.; Tweddle, Deborah A.; Miller, Duncan C.; Willmore, Elaine; Newell, David R.; Golding, Bernard T.; Griffin, Roger J.; Australian Journal of Chemistry; vol. 68; 4; (2015); p. 660 – 679;,
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.

4,4?-Di-tert-butyl-2,2?-bipyridine (8.05 mg, 0.03 mmol) and 1,2-dimethoxyethane- dichloronickel (1:1) (5.49 mg, 0.025 mmol) were charged under argon in a flask and suspended in dry 1,2-dimethoxyethane(2 ml). This mixture was sonicated for 5 mm. In a separated microwave vial under argon Iridium( 1+), [4,4?-bis( 1,1 -dimethylethyl)-2,2?-bipyridine-icNl ,icNl ?]bis [3 ,5-difluoro-2- [5-(trifluoromethyl)-2-pyridinyl-icN]phenyl-icC]-, (OC-6-33)-, hexafluorophosphate(1-) (1:1) (CAS 870987-63-6) (5.61 mg,5.00 jimol), N-[5-(7-bromo-4-oxoquinazolin-3 (4H)-yl)-2-(trifluoromethoxy)phenyl] -1 -(4-methylpiperazin-1 -yl)cyclopropanecarboxamide (56.6 mg, 100 jimol), and lithium hydroxide (4.79 mg,200 jimol) were dissolved in 1,2-dimethoxyethane (0.6 ml) and 4-bromotetrahydro-2H-pyran (17 jil, 150 jimol) and 1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane (31 jil, 100 jimol) were added under argon. 0.4 ml of the solution of the first flask (catalyst mix) was added to the microwave vial mixture and an argon stream was passed through the resulting mixture for 10 mm. The reaction mixture was irradiated with one 34 W blue LED lamp in the EvoluChemTM PhotoChemistry Device using the 8 x 2 mL vialrack which contains an incorportated fan for cooling to maintain experiment at room temperature. The reaction mixture was then allowed to stir in the device for 15 hours. The reaction mixture was then charged completely on a silica gel column and a chromatographic separation was performed with a gradient of dichloromethane/methanol from 100:0 to 90:10. The material obtained was then purified by preparative RP-HPLC on a 125x30mm with acetonitrile/water (0.2% ammonia) to obtain 25.5 mg (97 % purity, 43 % yield) of the title product.LC-MS (Method 6): R = 1.18 mm; MS (ESIpos): m/z = 572 [M+H]1HNMR (400 MHz, DMSO-d6) [ppm]: -0.008 (2.71), 0.008 (2.39), 1.102 (1.40), 1.115 (3.81), 1.123(4.40), 1.132 (2.09), 1.235 (2.04), 1.245 (4.39), 1.252 (3.56), 1.265 (1.45), 1.714 (0.41), 1.736 (1.31),1.747 (1.12), 1.764 (3.86), 1.774 (5.09), 1.787 (3.43), 1.795 (3.34), 2.157 (0.78), 2.195 (16.00), 2.328(0.72), 2.332 (0.60), 2.366 (0.69), 2.454 (6.05), 2.670 (0.59), 2.980 (0.65), 2.992 (0.73), 3.004 (1.08),3.018 (0.76), 3.030 (0.50), 3.449 (1.27), 3.460 (1.13), 3.477 (2.36), 3.485 (2.44), 3.504 (1.21), 3.512(1.41), 3.972 (2.94), 3.979 (2.01), 3.998 (2.13), 7.366 (2.14), 7.372 (2.14), 7.388 (2.37), 7.394 (2.50),7.531 (2.02), 7.535 (2.22), 7.552 (2.12), 7.555 (2.45), 7.597 (4.28), 7.675 (1.83), 7.679 (1.89), 7.697(1.67), 7.701 (1.58), 8.122 (3.87), 8.142 (3.56), 8.346 (8.33), 8.356 (0.44), 8.582 (3.80), 8.588 (3.82), 10.651 (3.83)., 25637-16-5

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

Reference£º
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; JIMENEZ, NUNEZ, Eloisa; BORISSOFF, Julian; HAHN, Michael; DIETZ, Lisa; ZDENKA, GAUGAZ, Fabienne; BENDER, Eckhard; LANG, Dieter; GIESE, Anja; THEDE, Kai; ZORN, Ludwig; BOULTADAKIS ARAPINIS, Melissa; (190 pag.)WO2019/63708; (2019); 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.1197-66-6,2,2,6,6-Tetramethyl-2H-3,5,6-trihydropyran-4-one,as a common compound, the synthetic route is as follows.

Step I, i-(4-hydroxy2,2,6,64etrameihyItetrahydro4Hpyran-4y1)eihanone: To astirred solution of ethoyethene (184 g, 25.5 mmol) in THE (40 mE) was added t8J (16rnL, 25.6 mmoi) at -78 C. The reaction mixture was slowly allowed to warm to 10 Cfollowed by addition of 2 ,2,6,6-tetramethyldihydro-2H–pyran-4(3 [1)-one (2 g, 1 2.8 mmol).The mixture was stirred for 16 h at room temperature. The reaction was quenched by theaddition of HCI (3 mL) in aqueous methanol (20 mL, MeOR 1:1). The combined organic extracts were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure to provide the crude title compound as an off-white sob ci (1 .2 g) which was used in the next step without further purification., 1197-66-6

As the paragraph descriping shows that 1197-66-6 is playing an increasingly important role.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BAKTHAVATCHALAM, Rajagopal; AHMAD, Ishtiyaque; BATTULA, Sivaramakrishna; GIJSEN, Henricus Jacobus Maria; VADIVELU, Saravanan; WALL, Mark; WO2015/23289; (2015); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

25637-16-5, 4-Bromotetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1384-[4-(2-methoxyphenyl)piperazin- I -yl]-1 -(tetrahydro-2H-pyran-4-yl)- I Hpyrazolo[ 3, 4-d]pyrimidine To 100 mg (0.32 mmo[) 4-[4-(2-methoxypheny[)piperazin-1 -y[]-1 H-pyrazo[o[3,4- d]pyrimidine, 525mg (1.61 mmo[) cesium carbonate and 12.3 mg (0.08 mmo[) sodium iodide in 4 mL anhydrous DMF were added 160 mg (0.97 mmo[) 4-bromotetrahydro- 2H-pyran. It was stirred over night at rt and then 4 h at 50CC. The mixture was concentrated on a rotavap. 20 mL water and 15 mL dich[oromethane were added.The [ayers were separated and the aqueous phase was extracted three times with dich[oromethane. The combined organic phases were washed with brine, dried over magnesium su[fate and concentrated. The residue was purified by HPLC yie[ding 44 mg (34%) product.LC-MS (ana[ytica[ method 3): R = 1.14 mm, MS (ESipos): mlz = 395 (M+H).1H-NMR (300MHz, DMSO-d6): 6 [ppm]= 1.76 – 1.87 (m, 2H), 2.05 – 2.22 (m, 2H), 3.05 -3.14 (m, 4H), 3.47 – 3.60 (m, 2H), 3.82 (5, 3H), 3.94 – 4.03 (m, 2H), 4.03 – 4.11 (m,4H), 4.85 -4.99 (m, 1H), 6.84- 7.03 (m, 4H), 8.28 (5, 1H), 8.33 – 8.38 (m, 1H)., 25637-16-5

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

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HEISLER, Iring; MUeLLER, Thomas; GOLZ, Stefan; TELSER, Joachim; REHWINKEL, Hartmut; SIEBENEICHER, Holger; BUCHMANN, Bernd; ZORN, Ludwig; EIS, Knut; KOPPITZ, Marcus; LINDNER, Niels; HEROULT, Melanie; NEUHAUS, Roland; WO2013/182612; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

1194-16-7, 2,2-Dimethyltetrahydropyran-4-one is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To sodium hydride (23.8 mmol) in THF (80 ml) at [0C] was added trimethyl phosphonoacetate (22.86 mmol). The reaction mixture was stirred for 15 minutes and a solution [OF EXAMPLEL] (A) (20.6 mmol) in THF (20 ml) was added. After 20 hours at ambient temperature the reaction was quenched by addition of an aqueous ammonium chloride solution. Extraction with ethyl acetate, drying (sodium sulfate) and evaporation yielded the crude product. Purification by flash column chromatography (silica gel) eluting with ethyl acetate-hexane (1: 5) gave the desired product., 1194-16-7

1194-16-7 2,2-Dimethyltetrahydropyran-4-one 1738159, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Signal Pharmaceuticals, Inc.; WO2003/105774; (2003); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

220641-87-2, N-Methyltetrahydro-2H-pyran-4-amine is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[01477] To a stirred solution of methyl 3-bromo-4,6-dichloropyridine-2-carboxylate (600 mg, 2. ] mmol) in DMF (5ml) was added TEA (587 mu, 4.21 mmol) followed by N-methyloxan-4- amine (240 mg, 2.1 mmol) and the reaction mixture was heated at 80C for 20h. The reaction mixture was then cooled to room temperature and poured onto water ( 100ml), followed by extraction of the product into EtOAc (3x 100ml), washing of the combined organics with brine (50ml), drying with Na2S04 and evaporation. The crude product was then purified over a l Og silica Isolute column eluting with a gradient of 0% to 100% EtOAc in heptane to afford the title compound as a white solid (1 10 mg, 14%). LC-MS 100%, 1 .94 min (3.5 minute LC-MS method), m/z= 362.8/365.2/346.8, NMR (250 MHz, Chloroform-d) delta 6.87 (s, 1 H), 4.17 – 3.99 (m, 2H), 3.98 (s, 3H), 3.93 – 3.70 (m, 1 H), 3.41 (t, J = 1 0.9 Hz, 2H), 2.81 (s, 3H), 1 .93 (dd, J = 1 1 .9, 4.6 Hz, 2H), 1 .71 (d, J = 10.3Hz, 2H).

220641-87-2, The synthetic route of 220641-87-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

2081-44-9, Tetrahydro-2H-pyran-4-ol is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of tetrahydro-2H-pyran-4-ol (U-1 ) (1.02 g, 10 mmol) and Et3N (1 mL) in dried DCM (20 mL) was added MsCI (2 mL) dropwise. The reaction was stirred at room temperature for 1 h, then washed with water. The organic layer was separated, dried over Na2S04, and concentrated to afford the title compound (1.8 g)., 2081-44-9

2081-44-9 Tetrahydro-2H-pyran-4-ol 74956, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; JIA, Hong; DAI, Guangxiu; WO2011/79804; (2011); 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

To 75 g (0.75 mol) of tetrahydropyran-4-one in THF (150 mL) is added a suspension of 28.4 g (0.75 mol) LiAlH4 in THF (600 mL) under nitrogen atmosphere maintaining the temperature below 30 C. with the aid of an ice-bath. Then the reaction is allowed to warm to RT and stirred for 5 h. The reaction is quenched by addition of sat. aq. NH4Cl solution until effervescence ceased. The resulting precipitate is removed by filtration through Celite and washed with THF (150 mL). The filtrate is concentrated under reduced pressure to afford 71.1 g of tetrahydropyran-4-ol. Yield: 92%.

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; Boehringer Ingelheim International GmbH; Riether, Doris; Binder, Florian Paul Christian; Doods, Henri; Mueller, Stephan Georg; Nicholson, Janet Rachel; Sauer, Achim; US8865744; (2014); 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.25637-16-5,4-Bromotetrahydropyran,as a common compound, the synthetic route is as follows.

Cesium carbonate (33.6 mmol), 3-amino-5-bromo-1H-pyrazole-4-carbonitrile (22.4 mmol) and bromocyclopentane (2.64 mL, 24.6 mmol) in MeCN (170 mL) was stirred at 80 C for 19 h, then cooled to RT and partitioned between water and EtOAc. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification gave the titled compound (1.00g, 3.92 mmol, 18% yield). UPLC-MS(ES, Short acidic): 1.58 mi mlz 256.9 [M+2], 25637-16-5

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

Reference£º
Patent; REDX PHARMA PLC; GUISOT, Nicolas; (266 pag.)WO2017/103611; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics