Alectinib synthetic routes

CAT#: 202171 | Name: Ibrutinib | CAS# 936563-96-1

Purchases for research

Description:

Ibrutinib, also known as PCI-32765, is a potent and orally active BTK inhibitor. Ibrutinib binds to and inhibits BTK activity, preventing B-cell activation and B-cell-mediated signaling and inhibiting the growth of malignant B cells that overexpress BTK. Ibrutinib was approved by the US FDA on November 13, 2013 for the treatment of mantle cell lymphoma.

Synthetic Routes

Ibrutinib - Synthetic Route 1

Ibrutinib - Synthetic Route 1

Synthetic reference

Li, Xixiang; Wang, Aoli; Yu, Kailin; Qi, Ziping; Chen, Cheng; Wang, Wenchao; Hu, Chen; Wu, Hong; Wu, Jiaxin; Zhao, Zheng; Liu, Juan; Zou, Fengming; Wang, Li; Wang, Beilei; Wang, Wei; Zhang, Shanchun; Liu, Jing; Liu, Qingsong. Discovery of (R)-1-(3-(4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)-2-(dimethylamino)ethanone (CHMFL-FLT3-122) as a Potent and Orally Available FLT3 Kinase Inhibitor for FLT3-ITD Positive Acute Myeloid Leukemia. Journal of Medicinal Chemistry. Volume 58. Issue 24. Pages 9625-9638. Journal; Online Computer File. (2015).

Ibrutinib - Synthetic Route 2

Ibrutinib - Synthetic Route 2

Synthetic reference

Zhang, Qian; Tang, Meng. Regioselective Synthesis of Highly Functionalized Pyrazoles from N-Tosylhydrazones. Organic Letters. Volume 21. Issue 6. Pages 1917-1920. Journal; Online Computer File. (2019).

Ibrutinib - Synthetic Route 3

Ibrutinib - Synthetic Route 3

Synthetic reference

Jiang, Xinyi; Xu, Jun; Liu, Ruzhang. Preparation method of ibrutinib as antitumor drug. Assignee Nantong Aba Chemical Co., Ltd., Peop. Rep. China. CN 109180683. (2019).

Ibrutinib - Synthetic Route 4

Ibrutinib - Synthetic Route 4

Synthetic reference

Maier, Thomas; Karapetyan, Inna; Arakelyan, Alvard; Margaryan, Tamara; Sargsyan, Vardan; Stepanyan, Heghine; Abovyan, Hermine; Gerber Aeschbacher, Roman; Haferkamp, Sven. Synthesis of stable amorphous ibrutinib. Assignee AZAD Pharmaceutical Ingredients AG, Switz. GB 2558514. (2018).

Ibrutinib - Synthetic Route 5

Ibrutinib - Synthetic Route 5

Synthetic reference

Fang, Tonghua; Chen, Yuling; Jiang, Min; Zhang, Wei; Sun, Ke; Chen, Xin. Process for the preparation of ibrutinib. Assignee Heilongjiang ZBD Pharmaceutical Co., Ltd., Peop. Rep. China; Harbin Zhenbao Pharmaceutical Co., Ltd. CN 107674079. (2018).

Ibrutinib - Synthetic Route 6

Ibrutinib - Synthetic Route 6

Synthetic reference

Kandagatla, Bhaskar; Sen, Saikat; Oruganti, Srinivas; Dhanukar, Vilas. Process for the preparation of Ibrutinib and its intermediates. Assignee Dr. Reddy's Laboratories Limited, India. IN 2014CH05522. (2016).

Ibrutinib - Synthetic Route 7

Ibrutinib - Synthetic Route 7

Synthetic reference

Li, Mengyang. Preparation of ibrutinib Assignee Zhengzhou University, Peop. Rep. China. CN 107353291. (2017).

Ibrutinib - Synthetic Route 8

Ibrutinib - Synthetic Route 8

Synthetic reference

Rajan, Srinivasan Thirumalai; Eswaraiah, Sajja; Madhusudhan, Gutta; Sarma, Peri Seetha Rama. Process for the preparation of 1-[(3R)-3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-piperidinyl]-2-propen-1-one and polymorphs thereof. Assignee MSN Laboratories Private Limited, India. IN 2015CH02055. (2016).

Ibrutinib - Synthetic Route 9

Ibrutinib - Synthetic Route 9

Synthetic reference

Jayachandra, Sureshbabu; Sebastaian, Sonny; Rao, Jagadeeshwar; Naidu, Himaprasad; Mallareddy, Adla; Mannava, Srinivasa Rao; Sabbella, Suresh Reddy. Process for the preparation of ibrutinib. Assignee Mylan Laboratories Ltd., India. IN 2015CH00777. (2016).

Ibrutinib - Synthetic Route 10

Ibrutinib - Synthetic Route 10

Synthetic reference

Hsiao, Tsung-Yu; Ho, Mengfen; Tseng, Hsinchang; Tsao, Wenshing; Huang, Yuanchang; Lo, Wei-Shuo. Process for preparing ibrutinib and its intermediates. Assignee ScinoPharm Taiwan, Ltd., Taiwan; ScinoPharm Singapore Pte, Ltd. WO 2017074265. (2017).