Alectinib synthetic routes

CAT#: 317111 | Name: Brexpiprazole | CAS#

Purchases for research

Description:

Brexpiprazole, also known as OPC-34712, is a novel D2 dopamine partial agonist called serotonin-dopamine activity modulator (SDAM) approved for the treatment of schizophrenia, and as an adjunctive treatment for depression. Although it failed Phase II clinical trials for ADHD, it has been designed to provide improved efficacy and tolerability (e.g., less akathisia, restlessness and/or insomnia) over established adjunctive treatments for major depressive disorder (MDD). Brexpiprazole was approved on 7/10/2015.

Synthetic Routes

Brexpiprazole - Synthetic Route 1

Brexpiprazole - Synthetic Route 1

Synthetic reference

Ram Reddy, T & Neha Reddy, Desireddy & Krishna Reddy, Bhimireddy & Kasturaiah, Chapala & Yadagiri, Kurra. (2018). An Innovative Approach for the Synthesis of 7-Hydroxyquinolin-2(1H)-one: A Key Intermediate of Brexpiprazole. Asian Journal of Chemistry. 30. 834-836. 10.14233/ajchem.2018.21092.

Brexpiprazole - Synthetic Route 2

Brexpiprazole - Synthetic Route 2

Synthetic reference

Song, Zhigang; Yang, Minhua; Cui, Jianfeng; Chen, Weijun. Preparation method of brexpiprazole. CN 106831739. (Assignee Zhejiang Liaoyuan Pharmaceutical Co., Ltd., Peop. Rep. China)

Brexpiprazole - Synthetic Route 3

Brexpiprazole - Synthetic Route 3

Synthetic reference

Gong, Xudong; Chen, Jian; Guo, Yuhui; Ying, Shuhuan. Purification method of brexpiprazole for treating schizophrenia and severe depression by using mixed solvent. CN 107674067. (Assignee Shanghai Bozhi Yanxin Pharmaceutical Technology Co., Ltd., Peop. Rep. China)

Brexpiprazole - Synthetic Route 4

Brexpiprazole - Synthetic Route 4

Synthetic reference

Vellanki, Sivaram Prasad; Sahu, Arabinda; Shimpi, Nitin Ashok; Ponnuru, Anil Kumar; Batharaju, Ramesh. Process for the preparation of brexpiprazole. IN 2015CH04179. (Assignee Mylan Laboratories Ltd., India)

Brexpiprazole - Synthetic Route 5

Brexpiprazole - Synthetic Route 5

Synthetic reference

Anon Synthesis of 7-(4-(4-(benzo[b]thiophen-4-yl)piperazin-1-yl)butoxy)quinolin-2(1H)one. (IP.com Journal)

Brexpiprazole - Synthetic Route 6

Brexpiprazole - Synthetic Route 6

Synthetic reference

Kumar, Sravanth & Kandanur, Sai Giridhar Sarma & Sen, Saikat & Oruganti, Srinivas. (2018). Delineating an alternate convergent synthesis of brexpiprazole: a novel use of commercial 6,7-dihydrobenzo[b]thiophen-4(5H)-one as precursor to an efficacious Buchwald–Hartwig amination step. Journal of Chemical Sciences. 130. 10.1007/s12039-018-1470-z.

Brexpiprazole - Synthetic Route 7

Brexpiprazole - Synthetic Route 7

Synthetic reference

Reddy, Bandi Parthasaradhi; Reddy, Kura Rathnakar; Krishna, Bandi Vamsi; Reddy, Kesireddy Subhash Chander; Reddy, Guda Yadava. Process for the preparation of quinolin-2(1H)-one derivatives. WO 2017115287. (Assignee Honour (R&D), India)

Brexpiprazole - Synthetic Route 8

Brexpiprazole - Synthetic Route 8

Synthetic reference

Rusiecki, Rafal; Sniezek, Marcin. Method for manufacture of brexpiprazole and intermediates used in this method. WO 2018015354. (Assignee Adamed Sp. z o.o., Pol.)

Brexpiprazole - Synthetic Route 9

Brexpiprazole - Synthetic Route 9

Synthetic reference

Thirumalai Rajan, Srinivasan; Eswaraiah, Sajja; Venkat Reddy, Ghojala; Rajashekar, Kommera. Processes for the preparation of 7-{4-[4-(1-benzothien-4-yl)piperazin-1-yl]butoxy}quinolin-2(1h)-one. WO 2018087775. (Assignee MSN Laboratories Private Limited, R&D Center, India)

Brexpiprazole - Synthetic Route 10

Brexpiprazole - Synthetic Route 10

Synthetic reference

Chen, Weiming; Suo, Jin; Liu, Yongjian; Xie, Yuanchao; Wu, Mingjun; Zhu, Fuqiang; Nian, Yifeng; Aisa, Haji A.; Shen, Jingshan. Industry-Oriented Route Evaluation and Process Optimization for the Preparation of Brexpiprazole. Organic Process Research & Development. Volume 23. Issue 5. Pages 852-857. 2019.