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Etravirine

CAT#: H326749

CAS#: 269055-15-4

Description: Etravirine, also known as TMC 125 and R 165335, is a drug used for the treatment of HIV. Etravirine is a non-nucleoside reverse transcriptase inhibitor (NNRTI). It was also approved in 2008. Etravirine, in combination with other anti-retrovirals, is indicated for the treatment of human immunodeficiency virus type 1 (HIV-1) infection in antiretroviral treatment-experienced adult patients, who have evidence of viral replication and HIV-1 strains resistant to a non-nucleoside reverse transcriptase inhibitor (NNRTI) and other antiretroviral agents.

Synthetic Routes

Etravirine - Synthetic Route 1

Synthetic reference

Process for the preparation of 4- [6-amino-5-bromo-2- [(4-cyanophenyl) amino]-4-pyrimidinyl]oxy]-3.5-dimethylbe nzonitrile (Etravirine); Rajan, Srinivasan Thirumalai; Eswaraiah, Sajja; Gutta, Madhusudhan; Peri, Seetha Rama Sarma; Assignee MSN Laboratories Private Limited, India; 2016; Patent Information; Apr 21, 2016; WO 2016059646 A2

Etravirine - Synthetic Route 2

Synthetic reference

Ludovici, D. W.; De Corte, B. L.; Kukla, M. J.; Ye, H.; Ho, C. Y.; Lichtenstein, M. A.; Kavash, R. W.; Andries, K.; de Bethune, M.-P.; Azijn, H.; Pauwels, R.; Lewi, P. J.; Heeres, J.; Koymans, L. M. H.; de Jonge, M. R.; Van Aken, K. J. A.; Daeyaert, F. F. D.; Das, K.; Arnold, E.; Janssen, P. A. J.; Bioorganic & Medicinal Chemistry Letters; Volume 11; Issue 17; Pages 2235-2239; Journal; 2001

Etravirine - Synthetic Route 3

Synthetic reference

Fier, Patrick S.; Hartwig, John F.; Journal of the American Chemical Society; Volume 136; Issue 28; Pages 10139-10147; Journal; 2014

Etravirine - Synthetic Route 4

Synthetic reference

Joshi, Shashikant; Maikap, Golak C.; Titirmare, Shyam; Chaudhari, Ashok; Gurjar, Mukund K. An improved synthesis of etravirine. Organic Process Research & Development. Volume 14. Issue 3. Pages 657-660. 2010.

Etravirine - Synthetic Route 5

Synthetic reference

Reddy, Bandi Parthasaradhi; Reddy, Kura Rathnakar; Reddy, Dasari Muralidhara; Reddy, Rapolu Raji; Krishna, Bandi Vamsi; Reddy, Adulla Venkat Narsimha. Preparation of an etravirine intermediate and polymorphs of etravirine. Assignee Hetero Research Foundation, India. WO 2012001695. (2012).

Etravirine - Synthetic Route 6

Synthetic reference

Hartwig, John; Fier, Patrick. C-H Fluorination of heterocycles with silver (II) fluoride. Assignee University of California, USA. WO 2015013715. (2015).

Etravirine - Synthetic Route 7

Synthetic reference

Yang, Minmin; Zhou, Xipeng; Wu, Xihan. Method for preparing etravirine and its intermediate. Assignee PharmaBlock (Nanjing) R&D Co., Ltd., Peop. Rep. China. WO 2013178020. (2013).

Etravirine - Synthetic Route 8

Synthetic reference

Maity, Pintu; Kundu, Debasish; Ghosh, Tubai; Ranu, Brindaban C. Copper catalyzed cyanation through C=C bond cleavage of gem-aryl dibromide followed by second cyanation of iodoarene by a released CN unit. Organic Chemistry Frontiers. Volume 5. Issue 10. Pages 1586-1599. 2018.

Etravirine - Synthetic Route 9

Synthetic reference

Maikap, Golakchandra Sudarshan; Joshi, Shashikant Gangaram; Pardeshi, Devising Rameshsing; Kamble, Mangesh Gorakhanath; Mehta, Samit Satish; Gurjar, Mukund Keshav. Process for synthesis of diarylpyrimidine non-nucleoside reverse transcriptase inhibitor. Assignee Emcure Pharmaceuticals Ltd., India. IN 275560. (2016).

Etravirine - Synthetic Route 10

Synthetic reference

Pullagurla, Manik Reddy; Rangisetty, Jagadeesh Babu; Nandakumar, Mecheril Valsan. Process for the synthesis of etravirine and its intermediates. Assignee Biophore India Pharmaceuticals Pvt. Ltd., India. IN 2012CH04485. (2016).