Category: 116131-44-3

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.

Intermediate 14: /V2-Butyl-8-methoxy-9-(tetrahvdro-2H-pyran-3-ylmethyl)-9/-/-purine- 2,6-diamine To a solution of /V2-butyl-8-methoxy-9H-purine-2,6-diamine trifluoroacetic acid salt (100 mg) in dry N,N-dimethylformamide (1 ml) at room temperature and under nitrogen was added potassium carbonate (158 mg) in one go. The reaction was stirred at 60C for 1.5 hours and then cooled to 50C. A solution of 3- (bromomethyl)tetrahydro-2H-pyran (56 mg) in dry N,N-dimethylformamide (0.3 ml) was added in one go and the reaction heated at 500C for 16 hours. The reaction was diluted with ethyl acetate (15 ml) and washed with water (5 ml). The organic layer was separated, dried over magnesium sulphate, filtered, and concentrated in vacuo. The product was purified by Ci8 reverse phase chromatography using water (containing 0.1% formic acid)-acetonitrile (containing 0.05% formic acid) as eluant (20-60%) to afford the title compound as a yellow oil (45mg). MS calcd for (Ci6H26N6O2)+ = 334 MS found (electrospray): (M+H)+ = 335.

116131-44-3, As the paragraph descriping shows that 116131-44-3 is playing an increasingly important role.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/101867; (2008); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

116131-44-3, 3-(Bromomethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of ethyl 2-oxocyclopentanecarboxylate 8a (0.50 mL, 3.4 mmol) and benzyl bromide (0.50 mL, 4.2 mmol) in N,N-dimethylacetamide (5 mL) is treated with powdered cesium carbonate (1.93 g, 5.9 mmol) and stirred at 65 C overnight. The mixture is cooled, filtered, and concentrated in vacuo. Purification of the crude material by flash chromatography(hexanes/ethyl acetate gradient) affords ethyl 1-benzyl-2-oxocyclopentane carboxylate 8b as a clear oil.

116131-44-3, As the paragraph descriping shows that 116131-44-3 is playing an increasingly important role.

Reference£º
Article; Azimioara, Mihai; Alper, Phil; Cow, Christopher; Mutnick, Daniel; Nikulin, Victor; Lelais, Gerald; Mecom, John; McNeill, Matthew; Michellys, Pierre-Yves; Wang, Zhiliang; Reding, Esther; Paliotti, Michael; Li, Jing; Bao, Dingjiu; Zoll, Jocelyn; Kim, Young; Zimmerman, Matthew; Groessl, Todd; Tuntland, Tove; Joseph, Sean B.; McNamara, Peter; Seidel, H. Martin; Epple, Robert; Bioorganic and Medicinal Chemistry Letters; vol. 24; 23; (2014); p. 5478 – 5483;,
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.

To a solution of product of Example 1H (120 mg, 0.298 mmol) in N,N- dimethylformamide (2 mL) was added 3-(bromomethyl)tetrahydro-2//-pyran (117 mg, 0.656 mmol) and cesium carbonate (214 mg, 0.656 mmol). The reaction was heated to 80 C for 3 hours. The reaction was then cooled down to ambient temperature and partitioned between water (5 mL) and ethyl acetate (5 mL). The aqueous layer was further extracted with ethyl acetate (2 x 3 mL). The combined organic layers were washed with saturated aqueous ammonium chloride (5 mL) and dried over sodium sulfate. The volatiles were removed under reduced pressure, and the residue was subjected to column chromatography (Si(, 10% methanol in dichloromethane) to give afford the title compound (89 mg, 0.178 mmol, 60% yield). (501 MHz, DMSO-<) d ppm 7.75 (dd, / = 8.9, 1.4 Hz, 1H), 7.59 - 7.53 (m, 2H), 7.39 - 7.34 (m, 2H), 7.33 - 7.29 (m, 2H), 7.25 - 7.18 (m, 3H), 5.22 (s, 2H), 4.09 (s, 2H), 3.98 (dd, / = 6.6, 3.8 Hz, 2H), 3.95 - 3.90 (m, 1H), 3.34 - 3.28 (m, 2H), 3.79 - 3.72 (m, 1H), 3.31 (dd, / = 11.1, 9.1Hz, 1H), 2.09 - 2.01 (m, 1H), 1.89 (dd, / = 12.9, 4.3 Hz, 1H), 1.63 (dt, / = 13.0, 3.9 Hz, 1H), 1.59 - 1.48 (m, 1H), 1.48 - 1.38 (m, 1H); MS (APCT) mlz 499 [M-H]. 116131-44-3, The synthetic route of 116131-44-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; FARNEY, Elliot; SHIROODI, Roohollah, Kazem; XIONG, Zhaoming; ZHANG, Qingwei, I.; O’CONNOR, Matthew; HALVORSEN, Geoff; ZHAO, Hongyu; BAUMGARTNER, Christina; FROST, Jennifer, M.; KYM, Phil; ABBOTT, Jason, R.; BOGDAN, Andrew; ECONOMOU, Christos; WANG, Xueqing; (375 pag.)WO2019/246513; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

116131-44-3, 3-(Bromomethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2,4-dimethyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)oxazole-5-carboxamide (0.050 g, 0.136 mmol) in anhydrous dimethylformamide (3 mL) in a flamed dried flask under argon atmosphere at 0 C. was added sodium hydride (60% in mineral oil, 0.014 g, 0.339 mmol) was added in one portion. The reaction was stirred for 10 min at 0 C. then 3-(bromomethyl)tetrahydro-2H-pyran (0.024 g, 0.136 mmol) was added via syringe. The mixture was then stirred for 24 hours at room temperature. After consumption of starting material, the reaction mixture was quenched with saturated ammonium chloride (25 mL) and extracted with ethyl acetate (2*25 mL). The combined organics were washed once with saturated sodium bicarbonate (50 mL) and dried over anhydrous sodium sulfate. The concentrated residue was purified by flash chromatography over silica gel using 95:5 dichloromethane/methanol to give 2,4-dimethyl-N-(4-(2-oxo-1-((tetrahydro-2H-pyran-3-yl)methyl)-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)oxazole-5-carboxamide (0.062 g, 97%) as a white solid. 1H NMR (400 MHz, DMSO-d): delta 12.53 (s, 1H), 7.80 (m, 2H), 7.61 (s, 1H), 7.24 (d, 1H, J=8.4 Hz), 3.87 (d, 2H, J=7.2 Hz), 3.68 (m, 2H), 3.32 (m, 1H), 3.17 (dd, 1H, J=11.6, 9.6 Hz), 2.92 (m, 2H), 2.59 (m, 2H), 2.41 (s, 3H), 1.87 (m, 1H), 1.72 (m, 1H), 1.58 (m, 1H). MS (ESI): Calcd. for C24H26N4O4S: 466, found 467 (M+1)+., 116131-44-3

As the paragraph descriping shows that 116131-44-3 is playing an increasingly important role.

Reference£º
Patent; Nantbio, Inc.; Tao, Chunlin; Nallan, Laxman; Ho, David G.; Wang, Qinwei; Weingarten, Paul; Juncker-Jensen, Anna B.; (121 pag.)US2018/201610; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

116131-44-3, 3-(Bromomethyl)tetrahydro-2H-pyran is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

116131-44-3, A mixture of 3- Bromomethyl Tetrahydro-2H-Pyran (24.75 g 0.138 mol), DMPU (225 ml), FeCl3 (0.75 g) and CuCl (0.3 g) was slowly added Et2Zn (106.8 ml) by drop-wise at 40~45 for 45 minutes to get the zinc-reagent. To a mixture of 4-chloro-2-(4-chlorophenyl)-thieno[2,3-d]pyridzaine-7-carboxylic acid ethyl ester, THF (810 ml) and PdCl2(dppf) (5.09 g) was added zinc-reagent mentioned above at 40~45 for 4 hours. The reaction was poured into saturated brine and filtrated after stirring for 15 minutes; the aqueous fraction was washed by THF (500 ml, 2*). The organic layer and the extract were washed with saturated brine and dried over anhydrous Na2SO4 over night. The organic layer was concentrated under reduced pressure to give 2-(4-chlorophenyl)-4-(3-tetrahydropyranmethy)-thieno[2,3-d]pyridazine-7-carboxylic acid ethyl ester (25 g). MS (ESI): 417 (M+1).

The synthetic route of 116131-44-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wu, Zhanggui; US2009/275585; (2009); 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.

Step 1: DMPU (225ml), FeCl3(0.75g) and CuCl (0.3g) are added to 3-bromomethyltetrahydropyran (24.75g, 0.138mol), and then Et2Zn (106.8ml) is slowly dropped at 40?45 C for 45 minutes to obtain a zinc-reagent. THF (810 ml) and PdCl2(dppf) (5.09 g) are added to 4-chloro-2-(4-chlorophenyl) – thieno[2,3-d]pyridazinyl-7-ethyl formate (30g), and then addition of the zinc-reagent to the THF solution and reacted at 45C for 4 hours. The above mixture is poured into a saturated brine, filtrated after stirring for 15 minutes and placed for layer separation. The aqueous phase is extracted with THF (500 ml, 2 times). The organic phase is combined together, washed with saturated brine (500ml, 3 times) and dried with anhydrous Na2SO4 and evaporated under reduced pressure to remove solvent to obtain 4-(3-tetrahydropyranmethyl)-2-(4-chlorophenyl)-thieno[2,3-d]pyridazinyl-7-ethyl formate (25 g). MS (ESI): 417(M+1), 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; Zhejiang Medicine Co., Ltd. Xinchang Pharmaceutical Factory; EP2241569; (2010); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics