PCI-32765 (RaceMate)

Base Information

• Chemical Name: PCI-32765 (RaceMate)
• CAS No.: 936563-87-0
• Molecular Formula: C₂₅H₂₄N₆O₂
• Molecular Weight: 440.505
• Mol file: 936563-87-0.mol

Synonyms:PCI-32765 (RaceMate);1-[3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]prop-2-en-1-one;1-(3-(4-Amino-3-(4-phenyloxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)prop-2-en-1-one

Chemical Property of PCI-32765 (RaceMate)

Chemical Property:

• PSA: 99.16000
• LogP: 4.73640
• Storage Temp.: -20C
• Solubility.: Soluble in DMSO

Purity/Quality:

99.99%HPLC ^*data from raw suppliers

Bruton's Tyrosine Kinase Inhibitor III - CAS 936563-87-0 - CalbiochemThe Bruton's Tyrosine Kinase Inhibitor III, also referenced under CAS 936563-87-0, controls the biological activity of Bruton's Tyrosine Kinase. ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of PCI-32765 (RaceMate)

There total 116 articles about PCI-32765 (RaceMate) 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: 95.0%

(R)-3-(4-phenoxyphenyl)-1-(piperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine-4-amine (1022150-12-4) + acryloyl chloride (814-68-6,25189-84-8) → ibrutinib (936563-87-0,936563-96-1,936563-97-2)

Guidance literature:

With sodium hydrogencarbonate; In 2-methyltetrahydrofuran; at -5 - 0 ℃; for 1h; Inert atmosphere;

Reference yield: 95.0%

3-(4-phenoxyphenyl)-1-[(3R)-piperidin-3-yl]-1H-pyrazolo[3.4-d]pyrimidin-4-amine hydrochloride salt (1553977-42-6,1642571-07-0) + acryloyl chloride (814-68-6,25189-84-8) → ibrutinib (936563-87-0,936563-96-1,936563-97-2)

Guidance literature:

With sodium hydrogencarbonate; In 2-methyltetrahydrofuran; at -5 - 0 ℃; for 1h; Inert atmosphere;

Reference yield: 93.4%

(3R)‐4‐amino‐3‐(4-phenoxyphenyl)‐1‐(1‐tert-butoxycarbonylpiperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine (1022150-11-3) + acryloyl chloride (814-68-6,25189-84-8) → ibrutinib (936563-87-0,936563-96-1,936563-97-2)

Guidance literature:

(3R)‐4‐amino‐3‐(4-phenoxyphenyl)‐1‐(1‐tert-butoxycarbonylpiperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine; With triethylamine; In ethyl acetate; Industrial scale;

acryloyl chloride; In tetrahydrofuran; ethyl acetate; at 20 ℃; Solvent; Industrial scale;

upstream raw materials:

acryloyl chloride

tert-butyl 3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate

2-[(4-phenoxy-phenyl)-methoxy-methylene]-malononitrile

2-[hydroxy-(4-phenoxy-phenyl)-methylene]-malononitrile

Refernces

• 1、 Reddi, Rambabu N.,Resnick, Efrat,Rogel, Adi,Rao, Boddu Venkateswara,Gabizon, Ronen,Goldenberg, Kim,Gurwicz, Neta,Zaidman, Daniel,Plotnikov, Alexander,Barr, Haim,Shulman, Ziv,London, Nir. "Tunable Methacrylamides for Covalent Ligand Directed Release Chemistry". supporting information. p. 4979 - 4992. Retrieved 2021/05/04.
• 2、 -. "Preparation method of ibrutinib intermediate". Paragraph 0100-0104. . Retrieved 2021/08/06.