1-Piperidinecarboxylic acid, 3-[4-aMino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidin-1-yl]-, 1,1-diMethylethyl ester, (3R)-

Base Information

• Chemical Name: 1-Piperidinecarboxylic acid, 3-[4-aMino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidin-1-yl]-, 1,1-diMethylethyl ester, (3R)-
• CAS No.: 1022150-11-3
• Molecular Formula: C27H30N6O3
• Molecular Weight: 486.574
• Mol file: 1022150-11-3.mol

Synonyms:1-Piperidinecarboxylic acid, 3-[4-aMino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidin-1-yl]-, 1,1-diMethylethyl ester, (3R)-;(R)-tert-Butyl 3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate;(R)-tert-Butyl 3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate (N-1);3-[4-Amino-3-(4-phenoxy-phenyl)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester;Ibrutinib Intermediates

Chemical Property of 1-Piperidinecarboxylic acid, 3-[4-aMino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidin-1-yl]-, 1,1-diMethylethyl ester, (3R)-

Chemical Property:

• Boiling Point: 673.9±55.0 °C(Predicted)
• PKA: 4.09±0.30(Predicted)
• PSA: 108.39000
• Density: 1.31±0.1 g/cm3(Predicted)
• LogP: 5.95890
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Boc-Ibrutinib(tert-Butyl-1-carboxylPiperidineanalogofIbrutinib) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Piperidinecarboxylic acid, 3-[4-aMino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidin-1-yl]-, 1,1-diMethylethyl ester, (3R)-

There total 39 articles about 1-Piperidinecarboxylic acid, 3-[4-aMino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidin-1-yl]-, 1,1-diMethylethyl ester, (3R)- 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: 92.5%

C27H28ClN5O3 → (3R)‐4‐amino‐3‐(4-phenoxyphenyl)‐1‐(1‐tert-butoxycarbonylpiperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine (1022150-11-3)

Guidance literature:

With ammonia; copper(I) bromide; In N,N-dimethyl acetamide; at 85 ℃; for 16h; Autoclave;

Reference yield: 88.1%

3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (330786-24-8) + tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate (143900-44-1) → (3R)‐4‐amino‐3‐(4-phenoxyphenyl)‐1‐(1‐tert-butoxycarbonylpiperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine (1022150-11-3)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In ethyl acetate; at 10 - 30 ℃; Solvent; Darkness; Industrial scale;

Reference yield: 82.0%

3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (330786-24-8) + t-butyl-3(S)-chloro-piperidine-1-carboxylate (885275-01-4) → (3R)‐4‐amino‐3‐(4-phenoxyphenyl)‐1‐(1‐tert-butoxycarbonylpiperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine (1022150-11-3)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 12h;

upstream raw materials:

3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine

(R)-3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

(R)-3-(4-phenoxyphenyl)-1-(piperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine-4-amine

(R)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine dihydrochloride

ibrutinib

Refernces

• 1、 -. "Preparation method of precursor of ibrutinib". Paragraph 0037; 0039-0043. . Retrieved 2020/04/22.
• 2、 -. "PROCESSES AND INTERMEDIATES FOR PREPARING A BTK INHIBITOR". Page/Page column 20-22. . Retrieved 2020/12/07.