Reference of 184177-83-1, A common heterocyclic compound, 184177-83-1, name is 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C30H35N5O3, 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.
In a dry 300 L reactor, 70 kg of tetrahydrofuran was added under vacuum. The mixture was stirred, and after nitrogen replacement, the temperature was lowered to -10 C, and then 0.6 kg of sodium hydride was added in portions under nitrogen protection, and after stirring for 0.5 h, Continue to control the temperature T ? -10 C to add 12 kg of POB/24 kg of tetrahydrofuran solution to the system, After the dropwise addition, the mixture was stirred for 1 hour. Add 10 kg of POA/20 kg of tetrahydrofuran solution to the system. The reaction was carried out at a temperature of -10 to 0 C, and the monitoring until the POA disappeared. The temperature was controlled by T ? -10 C, and 1 kg of methanol was added dropwise. After stirring for 0.5 h, the reaction was quenched by adding 1 kg of water. Temperature control T ? 40 C under reduced pressure to concentrate about 70 L of tetrahydrofuran, Add 200 kg of dichloromethane and wash with 50 kg * 3 tap water. Wash with 50 kg of saturated brine, and dry the organic phase with 10 kg of anhydrous sodium sulfate. Filtration, temperature control T ? 40 C, concentrated under reduced pressure to no fraction, 60 kg of ethyl acetate was added while hot, and the temperature was raised to 70 C for 1 h. Then, the temperature is lowered to 0 to 10 C at a rate of 10 C / h, and suction filtration is performed. The filter cake was rinsed with pre-cooled 5 kg of ethyl acetate and drained. Transfer to the drying room at 40 ~ 45 C under reduced pressure for 40h, Received 19.2 kg of POC.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; Borui Bio-pharmaceutical Taixing Co., Ltd.; Yuan Jiandong; Fu Xinliang; Cong Qilei; Xing Xiaopei; (14 pag.)CN109796446; (2019); A;,
1,2,3-Triazole – Wikipedia,
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