Some tips on 4677-20-7

4677-20-7, 4677-20-7 4-(2-Bromoethyl)tetrahydropyran 22637012, 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.4677-20-7,4-(2-Bromoethyl)tetrahydropyran,as a common compound, the synthetic route is as follows.

Example 51 can be prepared according to method 14 with modifications known to one of ordinary skill in the art. The last step of the preparation is provided: A mixture of 4-(2- bromoethyl)tetrahyd ro-2H-pyran (12.54 mg, 0.065 mmol), (E)-1-(4-(5-carbamoyl-2-(1-ethyl-3-methyl-i H-pyrazole-5-carboxamido)-1H-benzo[d]imidazol-1-yl)but-2-en-1-yl)-2-(1-ethyl-3- methyl-i H-pyrazole-5-carboxamido)-7-hydroxy-i H-benzo[d]imidazole-5-arboxamide (45 mg, 0.065 mmol) and potassium carbonate (22.44 mg, 0.162 mmol) was heated for 3hr at 85 C in DMSO (650 p1) and NMP (650 p1), then cooled. The residue was purified via acidic reverse phase chromatography (5% to 50% in 0.1% TEA in MeCN to 0.1% TEA in water; 50x30mmPhenomenex Eclipse, 5M C18 column, 20 mm gradient). The pure fractions were partitioned between EtOAc and aqueous saturated sodium bicarbonate, the organic layer was separated, dried over sodium sulfate and evaporated in vacuoto provide the title compound (8mg, l5.3% yield) as a white solid. 1H NMR (DMSO-d6, 600MHz): (ppm) 12.83 (br s, 2 H), 7.97-8.00 (m, 1 H), 7.93 (br s, 2 H), 7.69 (dd, 3=8.4, 1.5 Hz, 1 H), 7.63 (s, 1 H), 7.41 (d, J=8.3 Hz, 1 H),7.33 (br d, 3=11.4 Hz, 2 H), 7.29 (s, 1 H), 6.55 (s, 1 H), 6.52 (s, 1 H), 5.96-6.02 (m, 1 H),5.70-5.79 (m, 1 H), 4.93 (br d, J=5.0 Hz, 2 H), 4.82 (br d, J=5.3 Hz, 2 H), 4.49-4.58 (m, 4 H),3.96 (br t, J=6.7 Hz, 2 H), 3.75 (br dd, 3=11.2, 2.9 Hz, 2 H), 3.16-3.23 (m, 2 H), 2.12 (d,3=12.7 Hz, 6 H), 1.50-1.53 (m, 1 H), 1.45-1.49 (m, 2 H), 1.43 (br d, J=ii.9 Hz, 2 H), 1.28 (m,6 H), 1.08 (br dd, J=12.0, 3.6 Hz, 2 H); LCMS (LCMS Method K): Rt = 0.90 mi [M+H] =805.5.

4677-20-7, 4677-20-7 4-(2-Bromoethyl)tetrahydropyran 22637012, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CHARNLEY, Adam Kenneth; DARCY, Michael Gerard; DODSON, Jason W.; DONG, Xiaoyang; FAVRE, David; HUGHES, Terry Vincent; KANG, Jianxing; LEISTER, Lara Kathryn; LI, Yuehu; LIAN, Yiqian; MEHLMANN, John F.; NEVINS, Neysa; RAMANJULU, Joshi M.; ROMANO, Joseph J.; WANG, Gren Z.; YE, Guosen; ZHANG, Daohua; (489 pag.)WO2019/69269; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics