GZD824

Base Information

• Chemical Name: GZD824
• CAS No.: 1421783-64-3
• Molecular Formula: C29H27F3N6O.2CH4O3S
• Molecular Weight: 724.7708096
• Mol file: 1421783-64-3.mol

Synonyms:Benzamide, 4-methyl-N-[4-[(4-methyl-1-piperazinyl)methyl]-3-(trifluoromethyl)phenyl]-3-[2-(1H-pyrazolo[3,4-b]pyridin-5-yl)ethynyl]-, methanesulfonate (1:2);4-methyl-N-[4-[(4-methyl-1-piperazinyl)methyl]-3-(trifluoromethyl)phenyl]-3-[2-(1H-pyrazolo[3,4-b]pyridin-5-yl)ethynyl]-, methanesulfonate (1:2) -Benzamide GZD824 Dimesylate;GZD824 GZD824DIMESYLATE;GZD824 GZD824DIMESYLATE Benzamide, 4-methyl-N-[4-[(4-methyl-1-piperazinyl)methyl]-3-(trifluoromethyl)phenyl]-3-[2-(1H-pyrazolo[3,4-b]pyridin-5-yl)ethynyl]-, meth;4-Methyl-N-[4-[(4-methyl-1-piperazinyl)methyl]-3-(trifluoromethyl)phenyl]-3-[2-(1H-pyrazolo[3,4-b]pyridin-5-yl)ethynyl]benzamide methanesulfonate (1:2)

Chemical Property of GZD824

Chemical Property:

• PSA: 139.90000
• LogP: 5.21820
• Solubility.: ≥36.25 mg/mL in DMSO; ≥33.95 mg/mL in H2O with ultrasonic; ≥4.71 mg/mL in EtOH with ultrasonic

Purity/Quality:

99%, ^*data from raw suppliers

GZD824 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: GZD824 is an orally bioavailable Bcr-Abl inhibitor for Bcr-Abl(WT) and Bcr-Abl(T315I). It is a COVID19-related research product.

Technology Process of GZD824

There total 6 articles about GZD824 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: 97.0%

methanesulfonic acid (75-75-2,98527-29-8) + 3-(2-(1H-pyrazolo[3,4-b]pyridin-5-yl)ethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide (1257628-77-5) → 3-((1H-pyrazolo[3,4-b]pyridin-5-yl)ethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide bismethanesulfonic acid (1421783-64-3)

Guidance literature:

In ethanol;

DOI:10.1021/jm301581y

Reference yield:

methyl 3-iodo-4-methylbenzoate (90347-66-3) → 3-((1H-pyrazolo[3,4-b]pyridin-5-yl)ethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide bismethanesulfonic acid (1421783-64-3)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium tert-butylate / tetrahydrofuran / 3 h / -20 - 20 °C / Inert atmosphere

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / acetonitrile / 20 h / 20 - 100 °C / Sealed tube; Inert atmosphere

3: ethanol

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium tert-butylate; triethylamine; In tetrahydrofuran; ethanol; acetonitrile; 2: |Sonogashira Cross-Coupling;

DOI:10.1021/jm301581y

Reference yield:

5-bromo-7-azaindazole (875781-17-2,916257-29-9) → 3-((1H-pyrazolo[3,4-b]pyridin-5-yl)ethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide bismethanesulfonic acid (1421783-64-3)

Guidance literature:

Multi-step reaction with 4 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / acetonitrile / 20 h / 20 - 100 °C / Inert atmosphere

2: potassium carbonate; methanol / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / acetonitrile / 20 h / 20 - 100 °C / Sealed tube; Inert atmosphere

4: ethanol

With methanol; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; In ethanol; acetonitrile; 1: |Sonogashira Cross-Coupling / 3: |Sonogashira Cross-Coupling;

DOI:10.1021/jm301581y

upstream raw materials:

3-iodo-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl) phenyl)benzamide

5-ethynyl-1H-pyrazolo[3,4-b]pyridine

methanesulfonic acid

3-(2-(1H-pyrazolo[3,4-b]pyridin-5-yl)ethynyl)-4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide

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