Brief introduction of 25637-16-5

25637-16-5, The synthetic route of 25637-16-5 has been constantly updated, and we look forward to future research findings.

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

Magnesium (86.5 mg, 3.60 mmol) was stirred vigorously under nitrogen for 30 min. THF (2 mL) and dibromoethane (2 drops) were added and the reaction mixture was warmed to 50 C. A solution of 4-bromotetrahydropyran (495 mg, 3.00 mmol) in THF (4 mL) was added drop-wise over 5 min and the reaction mixture was heated at reflux for 2 h. A solution of 3-chloro-4-pyridaldehyde (170 mg, 1.20 mmol) in THF (4 mL) was added drop-wise over 5 min and the reaction mixture was heated at reflux for 6 h, stirred at room temperature overnight and heated at reflux for 8 h. The reaction mixture was cooled to 0 C. and quenched with sat aq NH4Cl (10 mL). The reaction mixture was diluted with EtOAc (40 mL) and the aqueous fraction was extracted with EtOAc (3*40 mL). The combined organic fractions were washed with sat aq Na2CO3 (20 mL), dried (MgSO4) and concentrated in vacuo. The residue was purified by normal phase column chromatography to give the crude title compound as a pale yellow gum (69.0 mg, 25%). LCMS (ES+): 228.2 (M+H)+.

25637-16-5, The synthetic route of 25637-16-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PROXIMAGEN LIMITED; Evans, David; Carley, Allison; Stewart, Alison; Higginbottom, Michael; Savory, Edward; Simpson, Iain; Nilsson, Marianne; Haraldsson, Martin; Nordling, Erik; Koolmeister, Tobias; US2013/102587; (2013); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 185815-59-2

185815-59-2, As the paragraph descriping shows that 185815-59-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

Example 1; Preparation of Fenchyl Ester; A three-neck-flask (0.25 l) was charged with toluene (140 ml), Fenchyl alcohol (9.26 g) and NaH-60% (2.4 g). The mixture was heated to 80 C., and then cooled to 5 C. A solution of 3-isobutyl glutaric anhydride (6.8 g) in toluene (25 ml) was added to the mixture dropwise. The solution was stirred for 3 hours at room temperature. The solvent was evaporated to dryness to obtain the crude ester. The solid was dried at 55 C. under vacuum. Example 2; Isolation of (S), (R)-Fenchyl Ester; The crude ester prepared in example 1, is added to a mixture of ethyl acetate and toluene, and heated to 80 C. (range 400 to 100 C.) until dissolution. The solution is cooled to 2 C. (range 0 to 20 C.) to get a yellowish solid of (S)-3-(1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl)carbonyl)methyl)-5-methylhexanoic acid (Fenchyl ester), which is filtered from the mixture.

185815-59-2, As the paragraph descriping shows that 185815-59-2 is playing an increasingly important role.

Reference£º
Patent; Hedvati, Lilach; Gilboa, Eyal; Avhar-Maydan, Sharon; US2007/293694; (2007); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 1228779-96-1

The synthetic route of 1228779-96-1 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.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

EXAMPLE 1 J (3.39 g), EXAMPLE 2A (1.87 g), l-ethyl-3-[3-(dimethylamino)propyl]- carbodiimide hydrochloride (2.39 g), and 4-dimethylaminopyridine (1.09 g) were stirred in CH2C12 (40 mL) for 24 hours. The residue was purified by flash chromatography, eluting with 25-100%o ethyl acetate in hexanes, then 10% methanol in ethyl acetate with 1% acetic acid to give the product as a white solid. .H NMR (300MHz, dimethylsulfoxide-d6) 11.65 (brs, 1H), 8.55 (br s, 1H), 8.04 (d, 1H), 7.89 (dd, 1H), 7.51 (m, 3H), 7.33 (d, 2H), 7.08 (m, 1H), 7.04 (d, 2H), 6.68 (dd, 1H), 6.39 (d, 1H), 6.19 (d, 1H), 3.84 (m, 1H), 3.30 (m, 4H), 3.07 (m, 4H), 2.73(m, 2H), 2.18 (m, 6H), 1.95 (m, 2H), 1.61 (dd, 2H), 1.38 (m, 2H), 1.24 (m, 4H), 0.92 (s, 6H)., 1228779-96-1

The synthetic route of 1228779-96-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ABBOTT LABORATORIES; TAO, Zhi-Fu; WANG, Xilu; SOUERS, Andrew J.; CATRON, Nathaniel D.; SULLIVAN, Gerard; WO2011/150016; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 110238-91-0

As the paragraph descriping shows that 110238-91-0 is playing an increasingly important role.

110238-91-0, Methyl tetrahydro-2H-pyran-4-carboxylate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of methyl tetrahydro-2H-pyran-4-carboxylate (3 g, 21 mmol) in tetrahydrofuran (30 mL) undernitrogen atmosphere was slowly added lithium aluminum hydride (1.18g, 31 mmol) in batches at 0C. The reaction wasstirred at 0C for 1 hour, then carefully quenched with H2O (1.2 mL), NaOH (1.2 mL, 15%), H2O (3.6 mL) successivelyand stirred for 20 minutes. The mixture was filtered and the filtrate was concentrated to give the title compound (2.1 g,87% yield) as a colorless liquid. 1H NMR (400 MHz, CHLOROFORM-d) ppm 4.00 (dd, J=4.02, 11.04 Hz, 1H), 3.51 (t,J=5.77 Hz, 1H), 3.41 (dt, J=1.76, 11.67 Hz, 1H), 1.70-1.81 (m, 1H), 1.66 (d, J=13.05 Hz, 2H), 1.27-1.40 (m, 3H)., 110238-91-0

As the paragraph descriping shows that 110238-91-0 is playing an increasingly important role.

Reference£º
Patent; Harbin Zhenbao Pharmaceutical Co., Ltd.; Medshine Discovery Inc.; CHEN, Shuhui; CHEN, Zhengxia; DAI, Meibi; XIE, Cheng; LI, Peng; ZHANG, Yang; LIANG, Guibai; WANG, Qiang; LIAO, Jiangpeng; SUN, Fei; HU, Guoping; LI, Jian; (166 pag.)EP3333157; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 31608-22-7

31608-22-7 2-(4-Bromobutoxy)tetrahydro-2H-pyran 559019, aTetrahydropyrans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31608-22-7,2-(4-Bromobutoxy)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

31608-22-7, EXAMPLE 2 3-Bromo-5-chloro-2-[[(tetrahydro-2H-pyran-2-yl)oxy]butyl]-pyridine (3) To form the Grignard reagent magnesium, bromo-4-[(tetrahydro-2H-pyran-2yl)oxy]butyl a suspension of magnesium turnings (470 mg, 19.4 mmol) in 15 ml of dry tetrahydrofuran (THF) was added a single crystal of iodine. To this mixture under argon was added 0.60 ml (3.2 mmol) of 4-bromo[(tetrahydro-2H-pyran-2yl)oxy]butane. The mixture was stirred and heated until reaction was initiated, at which time the remaining bromide (3.0 ml, 16.1 mmol) was added dropwise over a period of 5 minutes while the reaction temperature was maintained at a temperature of 45 C. To a solution of the compound of Example 1 (2.0 g, 7.38 mmol) in tetrahydrofuran (7.4 ml) at ambient temperature is added 0.4 g (0.74 mmol) of 1,3-bis(diphenylphosphino)-propane nickel (II) chloride (dppp). The solution was cooled to 0 C. and 11 ml of the above Grignard reagent, was added over 30 minutes. Five minutes after the addition of the Grignard reagent, the reaction was quenched with 50 ml of water and 50 ml of saturated aqueous ammonium chloride. The quenched reaction was extracted twice with 50 ml of ether and the organic extracts combined and dried with magnesium sulfate. Removal of the solvent under vacuum provided 3.48 g of crude product.

31608-22-7 2-(4-Bromobutoxy)tetrahydro-2H-pyran 559019, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc.; US5436344; (1995); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 101691-94-5

101691-94-5, The synthetic route of 101691-94-5 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.101691-94-5,4-(Iodomethyl)tetrahydro-2H-pyran,as a common compound, the synthetic route is as follows.

4-Nitropyrazole (300 mg, 2.65 mmol) and 4-(iodomethyl)tetrahydro-2H-pyran (600 mg, 2.65 mmol) were dissolved in 10 mL of DMF with 1,7 g (5.3 mmol) of Cs2CO3, then the mixture so obtained was stirred at 80C 5 h. The mixture was cooled to room temperature, then it was extracted with DCM. The organic phase was dried over Na2SO4, filtered and evaporated to give a crude which was purified by silica flash chromatography with 30% to 80% ethyl acetate in cyclohexane to obtain 4-nitro-1-(oxan-4-ylmethyl)-1H-pyrazole (488.4 mg, 87% yield) as a colorless oil. MS found for C9H13N3O3 as (M+H)+ 212.1.

101691-94-5, The synthetic route of 101691-94-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PHARMACYCLICS LLC.; ATALLAH, Gordana, Babic; CHEN, Wei; JIA, Zhaozhong, J.; POZZAN, Alfonso; RAVEGLIA, Lucal, Francesco; ZANALETTI, Riccardo; (815 pag.)WO2016/196776; (2016); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 344329-76-6

344329-76-6, The synthetic route of 344329-76-6 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.344329-76-6,Tetrahydro-2H-pyran-4-carboxamide,as a common compound, the synthetic route is as follows.

Example 51 A suspension of Example B5 (0.596 g, 4.61 mmol) in dioxane (15 mL) was treated with oxalyl chloride (0.820 mL, 9.69 mmol), stirred at RT for 10 min, then heated at 80¡ã C. for 4 h. The mixture was concentrated to dryness, treated with Example A9 (0.200 g, 0.732 mmol), pyridine (0.125 mL, 1.481 mmol) and THF (5 mL) and stirred at RT overnight. The mixture was concentrated to dryness and purified via reverse-phase chromatography (MeCN/H2O with 0.1percent TFA). The organics were removed under reduced pressure and the aqueous residue was treated with satd. NaHCO3, extracted with EtOAc (4*) and the combined organics were dried over Na2SO4 and concentrated to dryness to afford N-((5-((2-(3,3-dimethylureido)pyridin-4-yl)oxy)pyridin-2-yl)carbamoyl)tetrahydro-2H-pyran-4-carboxamide (45 mg, 14percent). 1H NMR (400 MHz, DMSO-d6): delta 11.05 (s, 1H), 10.88 (br s, 1H), 8.91 (s, 1H), 8.23 (d, J=2.9 Hz, 1H), 8.11 (d, J=5.7 Hz, 1H), 8.07 (d, J=9.0 Hz, 1H), 7.71 (dd, J=9.0, 2.9 Hz, 1H), 7.38 (d, J=2.4 Hz, 1H), 6.60 (dd, J=5.7, 2.4 Hz, 1H), 3.90-3.85 (m, 2H), 3.30-3.25 (m, 2H), 2.87 (s, 6H), 2.69-2.64 (m, 1H), 1.74-1.68 (m, 2H), 1.66-1.55 (m, 2H); MS (ESI) m/z: 429.2 (M+H+).

344329-76-6, The synthetic route of 344329-76-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Caldwell, Timothy Malcolm; Samarakoon, Thiwanka; Vogeti, Lakshminarayana; Kaufman, Michael D.; Patt, William C.; Ahn, YuMi; US2014/275016; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 185815-59-2

185815-59-2, The synthetic route of 185815-59-2 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.185815-59-2,4-Isobutyldihydro-2H-pyran-2,6(3H)-dione,as a common compound, the synthetic route is as follows.

Example 19; Asymmetric Ring Opening of IBG-Anhydride with Chiral Alkaloide; Methanol (6.2 ml, 153 mmol) was added drop-wise to a 250 ml three-necked, round-bottomed flask equipped with magnetic stirrer and charged with Quinine (7.14 g, 22 mmol), 3-isobutyl glutaric anhydride (3.28 g, 19.3 mmol) and Toluene (100 ml, 30 vol) at -70 C. The reaction was stirred for 17 hours. The solution was concentrated to dryness, and the resulting residue was dissolved in diethyl ether (125 ml). The solution was washed with HCl-2N (40 ml¡Á3). The organic layer was evaporated until dryness, to have 3.7 g yellow oil of R-Hemiester (Optical purity 80%, Yield -95%).

185815-59-2, The synthetic route of 185815-59-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hedvati, Lilach; Gilboa, Eyal; Avhar-Maydan, Sharon; US2007/293694; (2007); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 1228779-96-1

1228779-96-1 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide 57474953, aTetrahydropyrans compound, is more and more widely used in various fields.

1228779-96-1, 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 8-mL round-bottom flask, was placed 4-(4- [[2-(4-chlorophenyl)-4,4-dimethylcyclohex- i-en-i – ylj methyljpiperazin- 1 -yl)-2- [ i4-thia-2,4, iO-triazatricyclo [7.5 .0.0?[3 ,7j jtetradeca- 1 (9),2,5,7- tetraen-iO-yljbenzoic acid (30 mg, 0.05 mmol, 1 equiv), 3-nitro-4-[[(oxan-4- yl)methyljaminojbenzene-i-sulfonamide (17 mg, 0.06 mmol, 1.20 equiv), EDCI (18 mg, 0.09 mmol, 2 equiv), DMAP (23 mg, 0.19 mmol, 4 equiv), DCM (3 mL). The resulting solution was stirred for overnight at room temperature. The resulting mixture was concentrated. The crude product was purified by Flash-Prep-HPLC with the following conditions (IntelFlash-i): Column, Ci8 silica gel; mobile phase, Water(0.i%FA) and ACN (48.0% ACN up to 53.0% in 7 mm, hold 95.0% in 1 mm, down to 48.0% in 1 mm within 5 ; Detector, UV 254 nm. This resulted in 10.6 mg (24.15%) of 4-(4- [[2-(4-chlorophenyl)-4,4-dimethylcyclohex- i-en-i – ylj methyljpiperazin- 1 -yl)-N-(3 -nitro-4- [[(oxan-4-yl)methylj aminoj benzenesulfonyl)-2- [1 4-thia- 2,4, iO-triazatricyclo [7.5 .0.0?[3 ,7jjtetradeca- 1 (9),2,5,7-tetraen- iO-yljbenzamide as a yellow solid. LC-MS: (ES, m/z): M+i=939, R,T= 3.55 mm. The measurements of the retention were done with a reversed phase column (C 18). Shimadzu LCMS 2020; 50*3.0 Kinetex 2.6u XB-Ci8 2.6 microm; Eluent A: water (0.05 % TFA); Eluent B: Acetonitrile; linear gradient. H-NMR:(CDC13, 300ppm): 8.7i(s, iH), 8.49 (s, iH), 7.99-7.97(m, iH), 7.8i-7.77(m, iH), 7.38-7.28(m,4H), 7.Oi-6.93(m, 2H), 6.88-6.72(m, 3H), 3.36(s, iH), 4.06-3.26(m, i8H), 2.73-2.22(m, 6H),2.i3-i.73(m, 3H), i.79-i.25(m, 6H), i.00(s, 6H)., 1228779-96-1

1228779-96-1 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide 57474953, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; LOU, Yan; (108 pag.)WO2019/40550; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 344329-76-6

344329-76-6, 344329-76-6 Tetrahydro-2H-pyran-4-carboxamide 13197203, aTetrahydropyrans compound, is more and more widely used in various fields.

344329-76-6, Tetrahydro-2H-pyran-4-carboxamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Three-neck flask equipped with mechanical stirrer, thermometer, dropping funnel, 250ml of water was added to the flask, stirring was added 4-cyano-tetrahydropyran 111.14g (1mole), cooled to 0 ~ 5 ¡ã C, was added at a concentration of 10 minutes 13.8percent sodium hydroxide solution, a total of 290 g (1 mole), temperature controlled at 0 ~ 10 ¡ã C, after each addition incubated for 15 to 20 minutes, all the alkali was added, stirred for 1 to 3 hours, the reaction was complete by gas detecting material, controlling the temperature of 0 ~ 5 ¡ã C, was slowly added to a concentration of 10percent sodium hypochlorite solution 1116.6g (1.5mole), plus Bi, 0 ~ 5 ¡ã C for 1 hour, heated at reflux temperature for 2 hours to complete the reaction intermediate vapor detection, water cooling to 10 ~ 40 ¡ã C, with 500ml dichloromethane and 50ml methanol solvent mixture and extracted 3 times, the combined extracts were recovered by distillation of methylene chloride, methylene chloride was distilled off to make, distillation to give 4-amino-tetrahydropyran 75.3 g, with a purity of 99.1percent, a yield of 73.7percent.

344329-76-6, 344329-76-6 Tetrahydro-2H-pyran-4-carboxamide 13197203, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Qingdao Frontierchem Co.,Ltd; Wang, yuchen; Liu, guihong; Li, XIAOYAO; Liu, Guo Chao; (5 pag.)CN102993144; (2016); B;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics