Sulfone Displacement Approach for Large-Scale Synthesis of 4-Chloro-N-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-amine-Reference-Cited by-同舟云学术

Sulfone Displacement Approach for Large-Scale Synthesis of 4-Chloro-N-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-amine

Published:2021-12-30 Issue:1 Volume:26 Page:137-143
ISSN:1083-6160
Container-title:Organic Process Research & Development
language:en
Short-container-title:Org. Process Res. Dev.

Author:

Li Chaomin¹^ORCID,Haeffner Fredrik²,Wang Shujun³,Yuan Cuicui⁴,Shang Deju⁴,Shi Xianglin²^ORCID,Ma Bin⁵,Hopkins Brian T.⁵^ORCID,O’Brien Erin M.¹

Affiliation:

1. Chemical Process Development, Biogen, 225 Binney Street, Cambridge, Massachusetts 02142, United States

2. Product and Technology Development, Biogen, 225 Binney Street, Cambridge, Massachusetts 02142, United States

3. WuXi Chemistry Department, WuXi AppTec(Wuhan) Co., Ltd., No. 666 GaoXin Road, WuHan East Lake High-tech Development Zone, Wuhan 430223, China

4. WuXi Chemistry Department, WuXi AppTec (Tianjin) Co., Ltd., 168 Nanhai Road, Tianjin Economic-Technological Development Area (TEDA), Tianjin 300457, China

5. Medicinal Chemistry, Biogen, 225 Binney Street, Cambridge, Massachusetts 02142, United States

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry,Physical and Theoretical Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.oprd.1c00314

Reference23 articles.

1. For a slightly modified procedure of this route, see:Hopkins, B. T.; Ma, B.; Chan, T. R.; Sun, L.; Zhang, L.; Kumaravel, G.; Lyssikatos, J. P.; Koch, K.; Miao, H. Preparation of pyrazolylaminopyrimidinylbenzylthiazolec arboxamide derivatives and analogs for use as Bruton’s tyrosine kinase inhibitors. PCT Int. Appl., WO2015089337 A1.

2. Green Chemistry: Principles and Practice

3. The PMI Predictor app to enable green-by-design chemical synthesis

4. Process Development and Large-Scale Synthesis of BTK Inhibitor BIIB068

5. Direct C–H alkylation and indole formation of anilines with diazo compounds under rhodium catalysis

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