Application of 460-37-7, A common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, 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.
Method A: 1.8 g (7.13 mmol) of the compound from Ex. 49A and 3.49 g (10.7 mmol) of caesium carbonate were stirred in 15 ml of DMF at RT for 10 min, before 1.3 ml (10.7 mmol) of 1,1,1-trifluoro-3-iodopropane were added. Subsequently, the reaction mixture was stirred at a temperature of 100 C. in a microwave oven (Biotage Initiator with dynamic control of irradiation power). After 2 h, a further 167 mul (1.43 mmol) of 1,1,1-trifluoro-3-iodopropane were added and the heating was continued for 30 min. After cooling to RT, the mixture was diluted with about 75 ml of ethyl acetate and washed successively with water and saturated sodium chloride solution. After drying over anhydrous magnesium sulphate, the mixture was filtered and the filtrate was evaporated to dryness. The crude product was purified by MPLC (Biotage cartridge, 100 g of SNAP KP-Sil silica gel, eluent: cyclohexane/ethyl acetate 1:2). After concentration and drying, a mixture of N- and O-alkylated product was obtained, from which it was possible to obtain the N-alkylated main product in solid form by stirring with a mixture of 30 ml of pentane and 2 ml of dichloromethane. Further N-alkylated product was obtained from the concentrated mother liquor from the stirring by means of preparative HPLC (Method 8). After concentration of the product fractions and drying under high vacuum, together with the solids from the stirring, 1.86 g (74% of theory) of the title compound were obtained.
The synthetic route of 460-37-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); A1;,
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