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 solution of 3,5-dichloro-4-((l,4-dimethyl-6-(trifluoromethyl)-lH-indol-2-yl)methyl)pyridin-2-ol (200 mg, 0.514 mmol) in DMF (2.6 ml) was added potassium carbonate (284 mg, 2.056 mmol) and 4- (bromomethyl)tetrahydropyran (0.135 ml, 1.028 mmol) and reaction mixture was stirred at 100C for 2 hours. The reaction mixture was diluted with water and the obtained aqueous layer was extracted with ethyl acetate. The obtained organic layer was dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluting with 5-100% ethyl acetate in dichloromethane) then by preparative LCMS to give 2-((3,5- dicMoro-2-((tetrahydro-2H-pyran-4-yl)methoxy)pyridin-4-yl)methyl)-l,4-dimethyl-6- (trifluoromethyl)-lH-indole (108 mg, 40%) as a white solid LC/MS (Method g) Rt = 2.26 min.; MS m/z: 487 [M+H]+ NMR (DMSO-d6, 400MHz): delta 8.32 (m, 1H), 7.70 (s, 1H), 7.07 (s, 1H), 5.80 (s, 1H), 4.42 (s, 2H), 4.24 (d, J=6.3 Hz, 2H), 3.91 (s, 3H), 3.88 (m, 2H), 3.34 (m, 2H), 2.38 (s, 3H), 2.07 (m, 1H), 1.68 (m, 2H), 1.39 (m, 2H) and 3,5-dichloro-4-((l,4-dimethyl-6-(trifluoromethyl)-lH-indol-2-yl)methyl)-l- ((tetrahydro-2H-pyran-4-yl)methyl)pyridin-2(lH)-one (46 mg, 18%) as a white solid. LC/MS (Method g) R, = 1.84 min.; MS m/z: 487 [M+H]+ NMR (DMSO-d6, 400MHz): delta 8.14 (s, 1H), 7.69 (s, 1H), 7.07 (s, 1H), 6.00 (s, 1H), 4.30 (s, 2H), 3.82-3.95 (m, 7H), 3.20-3.30 (m, 2H), 2.41 (s, 3H), 2.09 (m, 1H), 1.48 (m, 2H), 1.30 (m, 2H).
125552-89-8, 125552-89-8 4-(Bromomethyl)tetrahydropyran 2773286, aTetrahydropyrans compound, is more and more widely used in various fields.
Reference£º
Patent; ABBVIE INC.; ARGIRIADI, Maria A.; BREINLINGER, Eric; CUSACK, Kevin P.; HOBSON, Adrian, D.; POTIN, Dominique; BARTH, Martine; AMAUDRUT, Jerome; POUPARDIN, Olivia; MOUNIER, Laurent; KORT, Michael, E.; (392 pag.)WO2016/198908; (2016); A1;,
Tetrahydropyran – Wikipedia
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