2-(N-Propyl) 4-methyl-6-methoxycarbonylbenzimidazole (I) is an important intermediate of telmisartan pharmaceutical.3-Methyl-4-butylamino-5-aminobenzoate was efficiently converted into I in fluorous biphasic system (FBS) without acetic acid.It was found that Yb(OPf)₃ and C₁₀F₁₈ were the best catalyst and fluorous solvent resp. for the reaction.Yield of I could be up to 94% at 80° for 2 h with x [Yb(OPf)₃] = 0.3%.By simple phase separation, the fluorous phase containing only the catalyst could be directly reused next time.Based on ¹⁹F NMR and UV-Vis and GC-MS data, no loss of catalyst or fluorous solvent to the organic phase could be detected, and no organic compounds could be found in the fluorous phase.There was no significant difference between the UV-Vis spectra of the initial and recovered fluorous phases, indicating that Yb(OPf)₃ was recovered unaltered after the condensation reaction.The catalyst was completely (> 99%) recovered as determined by at. emission spectrometry.The fluorous phase containing only catalyst could be reused up to ten times with only a slight decrease in yields from 94% to 90%.

Yaowu Fenxi Zazhi

Determination of degradation products of adefovir dipivoxil by ion-pair HPLC

Author: Jiang, Fei-ying ; Zhu, Feng ; Chen, Zai-xin ; Wang, Yong-jun ; Li, Xiao-bing ; Mao, Bai-yang

A method for the determination of main degradation products including mono-POM PMEA, adefovir and other impurities in adefovir dipivoxil was established.The Welch Materials XB-C₈ column (250 mm × 4.6 mm, 5 μm) was adopted with the mobile phase consisting of buffer solution-acetonitrile (65:35), the buffer solution contained 50 mmol · L^-1 potassium phosphate dibasic and 10 mmol · L^-1 tetrabutylammonium hydrogen sulfate, and was adjusted to pH 3.0 with phosphate acid.The detection wavelength was 260 nm, and the flow rate was 1.0 mL · min^-1.The baseline separation was achieved between the main peak of adefovir dipivoxil and the near peak of impurities, and the resolutions among the main degradation products (i.e., adefovir, mono-POM PMEA and 9-[2-(diethyl-phosphonomethoxy)ethyl]adenine) were above 2.0.The good linearity was obtained over the range of 0.109-21.8 μg · mL^-1 for adefovir, 0.111-22.2 μg · mL^-1 for mono-POM PMEA, and 0.105-21.0 μg · mL^-1 for adefovir dipivoxil.The average recoveries were 98.8% for adefovir and 99.7% for mono-POM PMEA, resp.This method is simple, accurate, with well specificity, and can be applied to determination of the relative substances in adefovir dipivoxil and quality control.

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