Btk inhibitor 1

Base Information

• Chemical Name: Btk inhibitor 1
• CAS No.: 1412418-47-3
• Molecular Formula: C₂₂H₂₂N₆O
• Molecular Weight: 386.456
• Mol file: 1412418-47-3.mol

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

Chemical Property of Btk inhibitor 1

Chemical Property:

• Boiling Point: 626.3±55.0 °C(Predicted)
• PKA: 9.00±0.10(Predicted)
• Density: 1.39±0.1 g/cm3(Predicted)

Purity/Quality:

>98% ^*data from raw suppliers

Btkinhibitor1 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Btk inhibitor 1

There total 33 articles about Btk inhibitor 1 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: 73.1%

tert-butyl 3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidine-1-carboxylate (936563-86-9) → 3-(4-phenoxyphenyl)-1-(piperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine-4-amine (1412418-47-3)

Guidance literature:

With hydrogenchloride; In water;

Reference yield:

2-[(4-phenoxy-phenyl)-methoxy-methylene]-malononitrile (330792-69-3) → 3-(4-phenoxyphenyl)-1-(piperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine-4-amine (1412418-47-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium methylate / methanol / 2 h / 0 - 25 °C / pH Ca_. 9

2: 2 h / 165 - 175 °C / Inert atmosphere

3: hydrogenchloride; water / 5 h / 55 - 65 °C / Inert atmosphere

With hydrogenchloride; water; sodium methylate; In methanol;

Reference yield:

3-iodo-1-(piperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine-4-amine dihydrochloride + 4-phenoxyphenylboronic acid (51067-38-0) → 3-(4-phenoxyphenyl)-1-(piperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine-4-amine (1412418-47-3)

Guidance literature:

3-iodo-1-(piperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidine-4-amine dihydrochloride; With bis-triphenylphosphine-palladium(II) chloride; potassium dihydrogenphosphate; In ethanol; water; at 80 - 90 ℃; for 5h; Inert atmosphere;

4-phenoxyphenylboronic acid; In ethanol; water; at 80 - 90 ℃; for 5h; Temperature;

upstream raw materials:

4-phenoxyphenylboronic acid

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

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

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

Downstream raw materials:

3-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)-3-oxopropanenitrile

_{(R)-2-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carbonyl)-4,4-dimethylpent-2-enenitrile}

(R)-2-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carbonyl)-3-cyclopropylacrylonitrile

(2E)-2-[(E)-[(3R)-3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]carbonyl]-3-cyclopropylprop-2-enenitrile

Refernces

• 1、 -. "PROCESSES AND INTERMEDIATES FOR PREPARING A BTK INHIBITOR". Page/Page column 18-19. . Retrieved 2020/12/07.
• 2、 -. "PROCESS FOR THE PREPARATION OF IBRUTINIB". . . Retrieved 2017/01/02.