Synthetic Route of 289042-12-2 , The common heterocyclic compound, 289042-12-2, name is tert-Butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate, molecular formula is C29H40FN3O6S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
Example 4 (3R,5S,6E)-7-[4-(4-Fluorophenyl)-2-[Methyl(Methylsulfonyl)Amino]-6-(Propan-2-Yl)Pyrimidin-5-Yl]-3,5-Dihydroxyhept-6-Enoic Acid-2-Methylpropan-2-Amine (1:1) Hydrochloric acid (2 N; 60 mL) was added to a solution of tert-butyl [(4R,65)-6-{(E)-2-[4-(4-fluorophenyl)-2-[methyl(methylsulfonyl)amino]-6-(propan-2-yl)pyrimidin-5-yl]ethenyl}-2,2-dimethyl-1,3-dioxan-4-yl]acetate (Example 3; 50 g) in acetonitrile (500 mL) at room temperature and stirred at the same temperature for 3 hours. After completion of the reaction, aqueous solution of sodium hydroxide (10%; 90 mL) was added to the reaction mixture at room temperature and the temperature of the mixture was allowed to rise to 40 C. to 45 C. The pH of the reaction mixture was adjusted to 12 to 12.8 using aqueous solution of sodium hydroxide (10%). Acetonitrile was recovered completely under vacuum at 45 C. to 50 C. De-ionized water (250 mL) was added to the resulting residue at room temperature. Methyl tert-butyl ether (200 mL) was added to the mixture and stirred for 10 minutes. Layers were separated and methyl tert-butyl ether (200 mL) was added to the aqueous layer and stirred for 10 minutes. Layers were separated and aqueous layer was cooled to 5 C. to 10 C. and adjusted to a pH of 3.5 to 4.0 using hydrochloric acid (2N). Dichloromethane was added to the resulting mixture and stirred for 10 minutes to 15 minutes. Dichloromethane was recovered completely under vacuum at 35 C. to 40 C. Acetonitrile (500 mL) was added to the resulting residue and mixture was cooled to 0 C. to 5 C. To this cooled layer, tert-butyl amine (7 g) was slowly added for 30 minutes at 0 C. to 5 C. and stirred for 2 hours at 10 C. to 15 C. The product was filtered, washed with acetonitrile (50 mL) and dried under vacuum at 45 C. for 3 hours. Dry weight: 40 g
The synthetic route of 289042-12-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; RANBAXY LABORATORIES LIMITED; Pandya, Vishwesh Pravinchandra; Richhariya, Santosh; Divya, Prabhakar; Meeran, Hashim Nizar Poovanathil Nagoor; Tewari, Neera; US2013/150579; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia