Category: 125552-89-8

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.

V-tert-Butyl-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2-({[2-(4-chloro-2-hydroxyphenyl) ethyl]sulfonyl}amino)benzenesulfonamide (4.05 g, 5.67 mmol) devided in three vials (1.35 g, 1.89 mmol in each vial), cesium carbonate (2.77 g, 8.49 mmol in each vial), 4- bromomethyltetrahydropyran (1.52 g, 8.49 mmol in each vial) and Lambda/,/V-dimethylformamide (12 mL in each vial) were mixed and heated in a MW at 110 C for 1 h. The reaction mixtures were filtered and the solvent was evaporated. The combined crude product was mixed with water/ethyl acetate and the aqueous phase was extracted twice with ethyl acetate. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered and the solvent was evaporated. Purification by chromatography on silica using gradient elution 5- 50 % EtOAc in heptane gave 3.23 g (70 % yield) of the title compound. XH NMR (500 MHz, DMSO-de) delta ppm 1.04 (s, 9 H) 1.08 (s, 9 H) 1.11 (s, 1 H) 1.18 – 1.28 (m, 2 H) 1.52 – 1.58 (m, 2 H) 1.83 – 1.91 (m, 1 H) 2.94 – 2.99 (m, 2 H) 3.20 – 3.27 (m, 2 H) 3.44 – 3.49 (m, 2 H) 3.79 (m, 3 H) 4.79 (s, 2 H) 6.91 (dd, 1 H) 7.01 (d, 1 H) 7.18 (d, 1 H) 7.40 – 7.45 (m, 4 H) 7.46 (d, 2 H) 7.52 (dd, 1 H) 7.61 – 7.65 (m, 5 H) 7.99 (s, 1 H) 8.03 (d, 1 H) 8.73 (s, 1 H). MS (ES ) m/z 811,813 [M-H]”., 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; ACTURUM LIFE SCIENCE AB; SOeDERMAN, Peter; SVENSSON, Mats A; KERS, Annika; OeHBERG, Liselott; HOeGDIN, Katharina; HETTMAN, Andreas; HALLBERG, Jesper; EK, Maria; BYLUND, Johan; NORD, Johan; (0 pag.)WO2016/85392; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

125552-89-8, 4-(Bromomethyl)tetrahydropyran (797 mg; 4.45 mmol) is added to a mixture of 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-7-sulfonic acid (4-ethylphenyl)isobutylamide (900 mg; 2.22 mmol) and cesium carbonate (1.09 g; 3.34 mmol) in 1-methyl-2-pyrrolidone (20 ml). (0657) The reaction medium is stirred for 4 hours at a temperature of 110 C., hydrolyzed and extracted with ethyl acetate. The organic phases are combined, washed with brine, dried (Na2SO4) and concentrated. (0658) 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 (1.11 g; 99%) is obtained in the form of a white solid with a compliant 1H NMR. (0659) MS: [M+H]=503

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

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

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

Into a round bottomed flask equipped with a nitrogen inlet and a magnetic stir bar, (4- (lH-benzo[d]imidazol-2-yl)piperidin-l-yl)(3-fluoro-4-methoxyphenyl)methanone (250 mg, 0.71 mmol), NaH (60 % in oil, 62 mg, 1.55 mmol) and 2 mL DMF were added and stirred at room temperature for 2 hours. Solution of 4-(bromomethyl)tetrahydro-2H-pyran (190 mg, 1.06 mmol) in 0.2 mL of DMF was then slowly added to the above solution. The reaction mixture was then allowed to reflux for 4 hours. Water was then added to the reaction mixture and stirred for 15 minutes. The sticky solid formed was filtered and washed with water. The solid was purified using the combifiash purification system with 2-5 % MeOH in CH2Cl2 to give 100 mg (31 %) of white solid as the pure and desired compound. (0604) lH NMR (400 MHz, Chloroform-c/) delta 7.78 (d, J = 6.5 Hz, 1H), 7.42 – 7.33 (m, 1H), 7.33 – 7.21 (m, 4H), 7.00 (t, J = 8.4 Hz, 1H), 5.32 (s, 2H), 4.08 (d, J= 7.3 Hz, 2H), 4.01 (dd, J = (0605) 12.3, 3.6 Hz, 2H), 3.94 (s, 3H), 3.34 (td, J= 11.5, 2.9 Hz, 2H), 3.19 – 2.96 (m, 3H), 2.34 – 2.11 (m, 3H), 1.99 (d, J = 13.6 Hz, 2H), 1.65 – 1.38 (m, 4H). 1 C NMR (101 MHz, Chloroform-c ) delta 169.12, 156.58, 149.06, 128.38, 123.80, 119.44, 115.56 (d, J = 19.9 Hz), 112.99, 109.78, 67.34, 56.30, 53.45, 49.32, 36.04, 34.54, 31.29, 30.81. LCMS: Expected: 452 (M+H)+; Found: 452. (0606) HRMS:- Found: 452.23518 (M+H)+; Theoretically = 452.23440.

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; ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIVERSITY OF ARIZONA; KHANNA, May; KHANNA, Rajesh; GOKHALE, Vijay; CHAWLA, Reena; (186 pag.)WO2018/144900; (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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

Ethyl 2,4-dioxo-3- (p-tolyl) -1,2,3,4-tetrahydropyrimidine-5-carboxylic acid (3.76 g, 13.7 mmol, 1.0 eq) was dissolved in DMF (45 mL) To this, 4- (bromomethyl) tetrahydro-2H-pyran (4.88 g, 27.4 mmol, 2.0 eq) and potassium carbonate (5.67 g, 41.1 mmol, 3.0 eq) were added. The reaction was heated to 60 C for 4 hours. After the reaction was detected by LC-MS and TLC, the temperature was lowered to room temperature, suction filtered, the filtrate was poured into water (50mL), and extracted with EA (50mL ¡Á 3). The organic phases were combined, washed with brine three times, dried, filtered, and concentrated. Silica gel column chromatography (100-200 mesh silica gel, PE / EA = 0-50%) was purified to obtain an off-white solid (1.9 g, yield: 37%)., 125552-89-8

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

Reference£º
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Li Lin; Wan Zhonghui; (107 pag.)CN110041316; (2019); 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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

125552-89-8, Example 70(IS, 2R) and (1R, 2S)-2-(4-chlorophenyl)-l’-((tetrahydro-2H-pyran-4-yl)methyl) spiro [cyclopropane- 1 ,3′-indolin] -2′-oneRacemic (IS, 2R)-2-(4-chlorophenyl)spiro[cyclopropane-l,3′-indolin] -2′-one and (1R, 2S)-2-(4-chlorophenyl)spiro[cyclopropane-l,3′-indolin] -2′-one (270 mg, 1.0 mmol, 1.0 equiv.) were added to a stirred solution of sodium hydride (60 %, 60 mg, 1.5 mmol) in 5 mL of DMF under argon atmosphere at 0C. After stirring for 1 hour, 4-bromomethyl- tetrahydropyran (215 mg, 1.2 mmol) was added. The reaction mixture was stirred for 14 hours at room temperature. The crude product was purified by HPLC to give the title compound as a white solid (258 mg, 70 %). LC/MS m/e calcd. for C22H22CINO2: 367, observed (M+H)+: 368.2 ? NMR (400 MHz, MeOD-d4) 5ppm 1.39 – 1.55 (m, 2 H) 1.65 (dd, J=13.14, 1.77 Hz, 2 H) 2.11 – 2.25 (m, 3 H) 3.22 (t, J=8.46 Hz, 1 H) 3.37 – 3.47 (m, 2 H)3.79 (d, J=7.33 Hz, 2 H) 3.94 – 4.04 (m, 2 H) 6.09 (d, J=7.58 Hz,l H) 6.76 (t, J=7.58 Hz, 1 H) 7.11 (d, J=7.83 Hz, 1 H) 7.17 – 7.25 (m, 3 H) 7.33 (d, J=8.34 Hz, 2 H). MS calcd. For C22H22CINO2 367, obsd. (ESF) [(M+H)+] 368.

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

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; FENG, Lichun; HE, Yun; HUANG, Mengwei; YUN, Hongying; WO2011/70039; (2011); 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.125552-89-8,4-(Bromomethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

j00443J Tb a solution of compound MFW246-.1 (194 mg, 1.23 mmol) in absolute EtOH (41n1) was added NaBH4 (93 nig, 2.47 mmol) at room temperature. The mixture was stirred for ih. and then acetone (2 ml) was slowly introduced. After I h, a solution of 4- (bromomethyi)-tetrahydro-2H-pyran (221 mg, 1,23 mmoi) in EtOH (2 ml) was added. The resulting dark reaction mixture was heated to refiux for 1 h, and was then cooled and concentrated in vacuo. The residue was partitioned between EtOAc and brine. The organic phase was separated, dried (MgSO4), and concentrated in vacuo to give a crude solid which was triturated with diethyl ether/hexane to provide compound MFW3.2024 (250 mg, 88%) LCMS (m/z): 231 [M ¡Â H]¡Â., 125552-89-8

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

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; HAO, Mingfeng; GRAY, Nathanael, S.; ZHANG, Tinghu; KWIATKOWSKI, Nicholas, P.; (307 pag.)WO2017/44858; (2017); A2;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics