Simple exploration of 125552-89-8

The synthetic route of 125552-89-8 has been constantly updated, and we look forward to future research findings.

125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 7a (0.2 mmol), an appropriate bromide or methanesulfonate (0.4 mmol), K2CO3 (0.6 mmol), DIEA (0.4 mmol) and KI (0.04 mmol) in 4 mL DMF was heated at 55 o C-80 o C for 2 days until the completion of the reaction. The mixture was treated with EtOAc (100 mL), washed with brine and then dried over with Na2SO4, filtered, and evaporated. The crude product was purified by chromatograph (CHCl3/MeOH) to give the corresponding products., 125552-89-8

The synthetic route of 125552-89-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Jiang, Xiaolong; Zhou, Ji; Ai, Jing; Song, Zilan; Peng, Xia; Xing, Li; Xi, Yong; Guo, Junfeng; Yao, Qizheng; Ding, Jian; Geng, Meiyu; Zhang, Ao; European Journal of Medicinal Chemistry; vol. 105; (2015); p. 39 – 56;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 125552-89-8

As the paragraph descriping shows that 125552-89-8 is playing an increasingly important role.

125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

j00195J Into a 25-mL vial, was placed a solution of methyl 2-oxospiro[pyrrolidine-3,2?- thiochromane]-6?-carboxylate 1,1-dioxide (150 mg, 0.48 mmol, 1 equiv) in DMF (4 mL). This was followed by the addition of NaH (60% dispersion in oil, 39 mg, 1.62 mmol, 2 equiv) at 0 C over 10 mi 4-(Bromomethyl)oxane (261 mg, 1.46 mmol, 3 equiv) was then added. The resulting solution was stirred for 4 h at room temperature. The reaction was quenched with a solution of aq. NH4C1. The resulting solution was extracted with 3×20 mL of EtOAc. The combined organic layers were dried over anhydrous Na2SO4, filtered, and concentrated under vacuum to give 144.8 mg (73% yield) of the title compound as a light yellow oil. MS: (ES, m/z):408 [M+H]., 125552-89-8

As the paragraph descriping shows that 125552-89-8 is playing an increasingly important role.

Reference£º
Patent; FORMA THERAPEUTICS, INC.; NG, Pui Yee; DAVIS, Heather; BAIR, Kenneth W.; MILLAN, David S.; RUDNITSKAYA, Aleksandra; ZHENG, Xiaozhang; HAN, Bingsong; BARCZAK, Nicholas; LANCIA JR., David; (212 pag.)WO2016/168660; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 125552-89-8

125552-89-8 4-(Bromomethyl)tetrahydropyran 2773286, 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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

Example 78: Preparation of 5-[5-FIuoro-2-oxo-l,2-dihydro-indol-(3Z)- ylidenemethyll-2,4-dimethyl-lH-pyrrole-3-carboxylic acid [(S)-2,5-dioxo- 1- (tctrahydro-pyran-4-ylmethyl)-pyrrolidin-3-yl]-amide75C 60a yeaStepl : Compound 75c (200mg, 0.93mmol), 60a (201mg, 1.12mmol), KI (163mg, 0.98mmol), K2CO3 (644mg, 4.67mmol) and acetonitrile (2OmL) were mixed in a microwave vial. The resulting mixture was reacted under microwave condition at 14O0C for Ih. After being cooled, the mixture was filtered. The filtrate was evaporated and the residue was purified by column chromatography (EA::PE=1 :3) to provide 78a (224mg, 77%)., 125552-89-8

125552-89-8 4-(Bromomethyl)tetrahydropyran 2773286, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; XCOVERY, INC.; WO2008/33562; (2008); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 125552-89-8

125552-89-8, 125552-89-8 4-(Bromomethyl)tetrahydropyran 2773286, 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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

To a solution of 7-(3-hydroxyphenyl)-5-methyl-2-((4-(methylsulphonyl)piperazin-1- yl)methyl)thieno[3,2-c]pyridin-4(5H)-one (for a preparation see Example 10, 17 mg, 0.039 mmol) and 4-(bromomethyl)tetrahydro-2H-pyran (21 .06 mg, 0.1 18 mmol) in A/,A/-dimethylformamide (2 mL) was added potassium carbonate (16.26 mg, 0.1 18 mmol). The resulting mixture was stirred at 100 C for 3 hours, whereupon it was allowed to cool to room temperature. The reaction mixture was partitioned between ethyl acetate and water. The aqueous phase was extracted 3 times with ethyl acetate and the combined organic layers were washed with brine, dried over magnesium sulphate, filtered and concentrated in vacuo. The residue was purified by chromatography on silica gel eluting with 2-10% methanol in dichloromethane. The appropriate fractions were combined and concentrated in vacuo to give 5-methyl-2-((4-(methylsulphonyl)piperazin-1-yl)methyl)-7-(3- ((tetrahydro-2H-pyran-4-yl)methoxy)phenyl)thieno[3,2-c]pyridin-4(5H)-on (13 mg, 0.025 mmol, 65%). LCMS (2 min, Formic Acid): Rt = 0.80 min, MH+ = 532

125552-89-8, 125552-89-8 4-(Bromomethyl)tetrahydropyran 2773286, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE LLC; AMANS, Dominique; BAMBOROUGH, Paul; BIT, Rino, Antonio; BROWN, John, Alexander; CAMPBELL, Matthew; LINDON, Matthew, John; SHIPLEY, Tracy, Jane; THEODOULOU, Natalie, Hope; WELLAWAY, Christopher, Roland; WESTAWAY, Susan, Marie; WO2014/78257; (2014); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 125552-89-8

As the paragraph descriping shows that 125552-89-8 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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

4-(Bromomethyl)tetrahydropyran (2.25 g; 12.55 mmol) is added to 2-oxo-2,3-dihydrobenzothiazole-6-sulfonic acid (4-ethylphenyl)isobutylamide (2.45 g; 6.27 mmol) and cesium carbonate (3.07 g; 9.41 mmol) dissolved in 1-methyl-2-pyrrolidone (50 ml). The reaction medium is stirred for 4 hours at 90 C., hydrolyzed and extracted with ethyl acetate. The organic phases are combined and then washed with brine, dried (Na2SO4) and concentrated. (0688) The crude product is chromatographed on silica gel (eluent: heptane/ethyl acetate, from 0 to 60% of ethyl acetate). The 3-oxo-4-(tetrahydropyran-4-ylmethyl)-3,4-dihydro-2H-benzo[1,4]thiazine-7-sulfonic acid (4-ethylphenyl)isobutylamide (2.19 g; 72%) is obtained in the form of a white crystalline solid. (0689) 1H NMR (DMSO-d6) delta: 0.85 (d, J=6.6 Hz, 7H), 1.13-1.22 (m, 4H), 1.24-1.55 (m, 6H), 2.03 (ddt, J=10.8, 6.9, 3.4 Hz, 1H), 2.50-2.66 (m, 3H), 3.23 (td, J=11.6, 2.1 Hz, 2H), 3.34 (s, 1H), 3.83 (ddd, J=11.3, 4.4, 1.9 Hz, 2H), 3.90 (d, J=7.3 Hz, 2H), 6.96-7.04 (m, 2H), 7.14-7.22 (m, 2H), 7.42 (dd, J=8.6, 1.9 Hz, 1H), 7.57 (s, 1H), 8.05 (d, J=1.9 Hz, 1H) (0690) MS: [M+H]=489, 125552-89-8

As the paragraph descriping shows that 125552-89-8 is playing an increasingly important role.

Reference£º
Patent; GALDERMA RESEARCH & DEVELOPMENT; MUSICKI, Branislav; BOUIX-PETER, Claire; OUVRY, Gilles; THOREAU, Etienne; (132 pag.)US2018/170869; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Downstream synthetic route of 125552-89-8

125552-89-8 4-(Bromomethyl)tetrahydropyran 2773286, aTetrahydropyrans compound, is more and more widely used in various fields.

125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate A1 Kv): (2S,5R)-1-benzyl-2,5-dimethyl-4-(tetrahydro-2/-/-pyran-4- ylmethyl)piperazine.; To a microwave vial was added A11(iv) (7.5Og, 36.7 mmol),(bromomethyl)tetrahydropyran (6.57g, 36.7 mmol), triethylamine (12.8 ml_, 91.8 mmol), and MeOH (9 mL). The reaction mixture was heated to 150 0C for 2 hours in the microwave, at which time the resulting solid was triturated withMeOH, filtered, and dried to give the desired product as a white solid A11 (v) (6.1 g, 55%). Mass Spectrum: Calcd for Ci9H31N2O (M+H): 303. Found: 303., 125552-89-8

125552-89-8 4-(Bromomethyl)tetrahydropyran 2773286, 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

Analyzing the synthesis route of 125552-89-8

As the paragraph descriping shows that 125552-89-8 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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

125552-89-8, 4-(Bromomethyl)tetrahydropyran (18 mg; 0.10 mmol) is added to 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-7-sulfonic acid (4-ethylphenyl)isobutylamide (20 mg; 0.05 mmol) and cesium carbonate (24 mg; 0.07 mmol) dissolved in 1-methyl-2-pyrrolidone (0.4 ml). (0629) The reaction medium is heated at 80 C. for 24 hours, hydrolyzed and then extracted with ethyl acetate. The organic phases are combined, washed with brine and dried over sodium sulfate. (0630) The solvents are evaporated off and the crude product is chromatographed on silica gel (eluent: heptane/ethyl acetate, from 0 to 50% of ethyl acetate). (0631) The 3-oxo-4-(tetrahydropyran-4-ylmethyl)-3,4-dihydro-2H-benzo[1,4]thiazine-7-sulfonic acid (4-ethylphenyl)isobutylamide (10.4 mg; 40%) is obtained in the form of a beige-colored solid. (0632) 1H NMR (DMSO-d6) delta: 0.85 (d, J=6.8 Hz, 7H), 1.17 (t, J=7.6 Hz, 3H), 1.25 (d, J=6.5 Hz, 2H), 1.37-1.67 (m, 10H), 1.68-1.77 (m, 5H), 2.44 (dt, J=11.1, 4.0 Hz, 10H), 2.60 (q, J=7.6 Hz, 2H), 3.17 (s, 1H), 3.33-3.38 (m, 5H), 3.80 (dt, J=11.3, 3.7 Hz, 7H), 3.92 (s, 1H), 7.02 (d, J=7.8 Hz, 2H), 7.18 (dd, J=18.5, 8.4 Hz, 3H), 7.42 (d, J=8.4 Hz, 1H), 7.60 (d, J=2.1 Hz, 1H), 12.17 (s, 2H) (0633) MS: [M+H]=503

As the paragraph descriping shows that 125552-89-8 is playing an increasingly important role.

Reference£º
Patent; GALDERMA RESEARCH & DEVELOPMENT; MUSICKI, Branislav; BOUIX-PETER, Claire; OUVRY, Gilles; THOREAU, Etienne; (132 pag.)US2018/170869; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 125552-89-8

125552-89-8, The synthetic route of 125552-89-8 has been constantly updated, and we look forward to future research findings.

125552-89-8, 4-(Bromomethyl)tetrahydropyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 8d (370mg, 2.52mmol) in anhydrous DMF (5mL) cooled to O0C, was added 60% NaH (121mg, 3.02mmol) slowly. The resulting mixture was stirred at O0C for Ih, was then added 4-(bromomethyl) -2H-3,4,5,6- tetrahydropyran (25a) (496g, 2.77mmol). The resulting mixture was then heated at 6O0C overnight. After being evaporated, the mixture was purified by column chromatography (PE:EA=10:l) to provide 25b (541mg, 87.6%).

125552-89-8, The synthetic route of 125552-89-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; XCOVERY, INC.; WO2008/88881; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics