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ChemicalBook CAS DataBase List 4-CHLORO-5-IODO-2,6-DIMETHYLPYRIMIDINE
83410-16-6

4-CHLORO-5-IODO-2,6-DIMETHYLPYRIMIDINE synthesis

3synthesis methods
-

Yield: 78%

Reaction Conditions:

with trichlorophosphate at 110; for 2 h;

Steps:

62.1.B
Step B: 5-Iodo-2,6-dimethylpyrimidin-4-ol (4.6 g, 18.4 mmol) was combined with phosphorus oxychloride (15 mL). The mixture was stirred at 110° C. for 2 h, then the solvent was removed under vacuum. The residue was dissolved in CH2Cl2 and washed with an aqueous saturated NaHCO3 solution and brine. The organic layer was concentrated and purified by silica gel column chromatography (0-10% EtOAc in CH2Cl2) to give the title compound (3.86 g, 78%) as colorless oil that solidified on standing. MS m/z 269.2 [M+H]+.

References:

PTC Therapeutics, Inc.;F. Hoffmann-La Roche AG;Woll, Matthew G.;Chen, Guangming;Choi, Soongyu;Dakka, Amal;Huang, Song;Karp, Gary Mitchell;Lee, Chang-Sun;Li, Chunshi;Narasimhan, Jana;Naryshkin, Nikolai;Paushkin, Sergey;Qi, Hongyan;Turpoff, Anthony A.;Weetall, Marla L.;Welch, Ellen;Yang, Tianle;Zhang, Nanjing;Zhang, Xiaoyan;Zhao, Xin;Pinard, Emmanuel;Ratni, Hasane US9617268, 2017, B2 Location in patent:Page/Page column 398

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