Reference of 22536-65-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 22536-65-8, name is 2-Chloro-5-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.
Example 72 N-[1-(5-methoxypyrimidin-2-yl)piperidin-4-yl]-6-[5-(methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]-N-(trifluoromethyl)pyrimidin-4-amine; [Show Image] 6-[5-(Methylsulfonyl)-2,3-dihydro-1H-indol-1-yl]-N-(piperidin-4-yl)-N-(trifluoromethyl)pyrimidin-4-amine (100 mg, 0.227 mmol) obtained in Reference Example 34 and 2-chloro-5-methoxypyrimidine (131 mg, 0.906 mmol) were dissolved in NMP (5.0 mL). Cesium carbonate (295 mg, 0.906 mmol) was added thereto, and the mixture was stirred at 80°C for 74 hr. After cooling to room temperature, the mixture was diluted with ethyl acetate, and water was added thereto. The organic layer was washed with water and saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent; hexane:ethyl acetate=6:4 (volume ratio)–>hexane:ethyl acetate=2:8 (volume ratio)], and the obtained solid was suspended in diisopropyl ether. The precipitate was collected by filtration, washed with diisopropyl ether and dried under reduced pressure to give the title compound (17.8 mg, yield 14percent) as a white solid. 1H-NMR (300 MHz, CDC13) delta:1.90 – 2.03 (m, 2 H), 2.04 – 2.24 (m, 2 H), 2.93 (t, J=12.7 Hz, 2 H), 3.04 (s, 3 H), 3.32 (t, J=8.7 Hz, 2 H), 3.81 (s, 3 H), 4.12 (t, J=8.9 Hz, 2 H), 4.69 – 4.88 (m, 3 H), 6.24 – 6.31 (m, 1 H), 7.73 (d, J=1.1 Hz, 1 H), 7.80 (dd, J=8.7, 1.9 Hz, 1H), 8.10 (s, 2 H), 8.56 (d, J=8.7 Hz, 1 H), 8.62 (d, J=1.1 Hz, 1 H).
According to the analysis of related databases, 22536-65-8, the application of this compound in the production field has become more and more popular.
Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2399914; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia