International Science Community Association Research Journal of Chemical Sciences 2231 - 606X 7 5 2017 05 18 Practical synthetic approach to related substances of Rivaroxaban; an anticoagulant drug substance 38 45 EN Haware Devendra J. 1 Food safety and Analytical Quality Control Laboratory, CSIR-CFTRI, Mysuru, India Kumar Ravi 2 Maharishi Markandeshwar University, Mullana, Ambala, Haryana, India D.S. Ramteke 3 EIRA Division, CSIR-NEERI, Nagpur, India Inam Farin 4 Department of Chemistry, Institute of Science, Nagpur, India Audi Deepa M. 1 Dhempe College of Arts and Science, Miramar, Panaji, Goa-403 001, India Saxena Reena 1 Department of Nanotechnology, Dr. K.N. Modi University, Newai, Rajasthan, India . Rahul 2 Chemical Engineering Department, Lakshmi Narain College of Technology, Bhopal, MP, India CHOUT Waris Kéwouyèmi 1 Laboratory of Inorganic Chemistry and Environmental, Faculty of Sciences and technologies (FAST), University of Abomey-Calavi, Benin and Laboratory of Applied Hydrology, National Institute of Water (NIW), University of Abomey-Calavi, Benin BOCODAHO Lucinde 2 Laboratory of Applied Hydrology, National Institute of Water (NIW), University of Abomey-Calavi, Benin ADANDEDJI Firmin M. 3 Laboratory of Applied Hydrology, National Institute of Water (NIW), University of Abomey-Calavi, Benin KPAKO Boris Boniface 4 Laboratory of Applied Hydrology, National Institute of Water (NIW), University of Abomey-Calavi, Benin Dèdjiho Achille 5 Laboratory of Inorganic Chemistry and Environmental, Faculty of Sciences and technologies (FAST), University of Abomey-Calavi, Benin and Laboratory of Applied Hydrology, National Institute of Water (NIW), University of Abomey-Calavi, Benin TOMETIN Lyde 6 Laboratory of Applied Hydrology, National Institute of Water (NIW), University of Abomey-Calavi, Benin MAMA Daouda 7 Laboratory of Inorganic Chemistry and Environmental, Faculty of Sciences and technologies (FAST), University of Abomey-Calavi, Benin and Laboratory of Applied Hydrology, National Institute of Water (NIW), University of Abomey-Calavi, Benin Chakraborty Meena 1 Govt. Naveen College, Bori, Durg, Chhattisgarh, India Pandey Madhurima 2 Bhilai Institute of Technology, Durg, Chhattisgarh, India Pandey Piyushkant 3 Bhilai Institute of Technology, Raipur, Chhattisgarh, India Mali Anil C. 1 Department of Process Research and Development, Megafine Pharma (P) Ltd., 201, Lakhmapur, Dindori, Nashik-422 202, Maharashtra, India and Organic Chemistry Research Center, Department of Chemistry, K. T.H.M College, Nashik-422 002, Maharashtra, India Deshmukh Dattatray G. 2 Department of Process Research and Development, Megafine Pharma (P) Ltd., 201, Lakhmapur, Dindori, Nashik-422 202, Maharashtra, India Medhane Vijay J. 3 Organic Chemistry Research Center, Department of Chemistry, K. T.H.M College, Nashik-422 002, Maharashtra, India Mathad Vijayavitthal T. 4 Department of Process Research and Development, Megafine Pharma (P) Ltd., 201, Lakhmapur, Dindori, Nashik-422 202, Maharashtra, India > Research Paper 2016 11 28 2017 05 18 During the process development of an anticoagulant drug, Rivaroxaban (1), three related substances were detected by a gradient high performance liquid chromatography (HPLC) method. Liquid chromatography mass spectrometry (LC-MS) was performed to identify the molecular mass of these impurities. A detailed study was undertaken to characterize these impurities. Based on the spectral data (1H NMR, 13C NMR and MS), these impurities were characterized as 2-[(2S)-2,3-dihydroxypropyl]-1H-indene-1,3(2H)-dione (impurity-1), [2-({4-[(5S)-5-({[(5-chloro-2-thienyl)carbonyl]amino}methyl)-2-oxo-1,3-oxazolidin -3-yl]phenyl}amino) ethoxy]acetic acid (impurity-2) and 5-chloro-N-[(2R)-2-hydroxy-3-{[4-(3-oxomorpholin-4-yl) phenyl]amino}propyl] thiophene-2-carboxamide (impurity-3). A practical and efficient approach for the synthesis of these impurities with good yields and purities by HPLC is described in this report. The structures of the synthesized impurities (imputiy-1, impurity-2 and impurity-3) were further confirmed by co-injecting these impurities with the standard Rivaroxaban sample containing all the three impurities. The retention times of synthesized impurities matches (co-eluted) with the retention times of the impurities present in the standard sample. Copyright@ International Science Community Association