Zanubrutinib

Base Information

• Chemical Name: Zanubrutinib
• CAS No.: 1691249-45-2
• Molecular Formula: C₂₇H₂₉N₅O₃
• Molecular Weight: 471.559
• Mol file: 1691249-45-2.mol

Synonyms:Brukinsa

Chemical Property of Zanubrutinib

Chemical Property:

• Boiling Point: 713.4±60.0 °C(Predicted)
• PKA: 15.35±0.40(Predicted)
• Density: 1.33±0.1 g/cm3(Predicted)

Purity/Quality:

98% ^*data from raw suppliers

BGB-3111(Zanubrutinib) >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Zanubrutinib is classified as a Bruton''s tyrosine kinase inhibitor. Zanubrutinib is a medication for the treatment of adults with mantle cell lymphoma.

Technology Process of Zanubrutinib

There total 18 articles about Zanubrutinib which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.2%

C27H27N5O2 → Brukinsa (1691249-45-2,1633350-06-7,1691249-44-1)

Guidance literature:

With methanesulfonic acid; at 20 - 85 ℃; for 2.25h;

Reference yield: 83.7%

(7S)‐2‐(4‐phenoxyphenyl)‐7‐(piperidin‐4‐yl)‐4H,5H,6H,7H‐pyrazolo[1,5‐a]pyrimidine‐3‐carboxamide + acryloyl chloride (814-68-6,25189-84-8) → Brukinsa (1691249-45-2,1633350-06-7,1691249-44-1)

Guidance literature:

With L-Tartaric acid; sodium hydrogencarbonate; In water; acetonitrile; at -5 ℃; Temperature;

Reference yield: 79.7%

(7S)‐2‐(4‐phenoxyphenyl)‐7‐(piperidin‐4‐yl)‐4H,5H,6H,7H‐pyrazolo[1,5‐a]pyrimidine‐3‐carboxamide + acrylic acid (79-10-7) → Brukinsa (1691249-45-2,1633350-06-7,1691249-44-1)

Guidance literature:

(7S)‐2‐(4‐phenoxyphenyl)‐7‐(piperidin‐4‐yl)‐4H,5H,6H,7H‐pyrazolo[1,5‐a]pyrimidine‐3‐carboxamide; With sodium hydroxide; In dichloromethane; water; at 30 ℃; for 1h; Inert atmosphere;

acrylic acid; With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; at 35 - 40 ℃; for 2h;

upstream raw materials:

7-(1-acryloylpiperidin-4-yl)-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxamide

acryloyl chloride

5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile

acrylic acid

Refernces

• 1、 -. "Method for preparing BTK inhibitor (by machine translation)". . . Retrieved 2020/06/03.
• 2、 Guo, Yunhang,Liu, Ye,Hu, Nan,Yu, Desheng,Zhou, Changyou,Shi, Gongyin,Zhang, Bo,Wei, Min,Liu, Junhua,Luo, Lusong,Tang, Zhiyu,Song, Huipeng,Guo, Yin,Liu, Xuesong,Su, Dan,Zhang, Shuo,Song, Xiaomin,Zhou, Xing,Hong, Yuan,Chen, Shuaishuai,Cheng, Zhenzhen,Young, Steve,Wei, Qiang,Wang, Haisheng,Wang, Qiuwen,Lv, Lei,Wang, Fan,Xu, Haipeng,Sun, Hanzi,Xing, Haimei,Li, Na,Zhang, Wei,Wang, Zhongbo,Liu, Guodong,Sun, Zhijian,Zhou, Dongping,Li, Wei,Liu, Libin,Wang, Lai,Wang, Zhiwei. "Discovery of Zanubrutinib (BGB-3111), a Novel, Potent, and Selective Covalent Inhibitor of Bruton's Tyrosine Kinase". supporting information. p. 7923 - 7940. Retrieved 2019/09/10.