N-(2-(2-(2-(4-(4-((5-chloro-4-((2-(isopropylsulfonyl)phenyl)-amino)pyrimidin-2-yl)amino)-3-methoxyphenyl)piperazin-1-yl)ethoxy)ethoxy)ethyl)-2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)acetamide

Base Information

• Chemical Name: N-(2-(2-(2-(4-(4-((5-chloro-4-((2-(isopropylsulfonyl)phenyl)-amino)pyrimidin-2-yl)amino)-3-methoxyphenyl)piperazin-1-yl)ethoxy)ethoxy)ethyl)-2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)acetamide
• CAS No.: 2229037-04-9
• Molecular Formula: C₄₅H₅₃ClN₁₀O₁₀S
• Molecular Weight: 961.496
• Mol file: 2229037-04-9.mol

Synonyms:

Chemical Property of N-(2-(2-(2-(4-(4-((5-chloro-4-((2-(isopropylsulfonyl)phenyl)-amino)pyrimidin-2-yl)amino)-3-methoxyphenyl)piperazin-1-yl)ethoxy)ethoxy)ethyl)-2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)acetamide

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

TL13-12 ≥98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2-(2-(2-(4-(4-((5-chloro-4-((2-(isopropylsulfonyl)phenyl)-amino)pyrimidin-2-yl)amino)-3-methoxyphenyl)piperazin-1-yl)ethoxy)ethoxy)ethyl)-2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)acetamide

There total 6 articles about N-(2-(2-(2-(4-(4-((5-chloro-4-((2-(isopropylsulfonyl)phenyl)-amino)pyrimidin-2-yl)amino)-3-methoxyphenyl)piperazin-1-yl)ethoxy)ethoxy)ethyl)-2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)acetamide 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: 71.0%

[(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl)amino]acetic acid (927670-97-1) + N2-(4-(4-(2-(2-(2-azidoethoxy)ethoxy)ethyl)piperazin-1-yl)-2-methoxyphenyl)-5-chloro-N4-(2-(isopropylsulfonyl)phenyl)-pyrimidine-2,4-diamine → N-(2-(2-(2-(4-(4-((5-chloro-4-((2-(isopropylsulfonyl)phenyl)-amino)pyrimidin-2-yl)amino)-3-methoxyphenyl)piperazin-1-yl)ethoxy)ethoxy)ethyl)-2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)acetamide (2229037-04-9)

Guidance literature:

N²-(4-(4-(2-(2-(2-azidoethoxy)ethoxy)ethyl)piperazin-1-yl)-2-methoxyphenyl)-5-chloro-N₄-(2-(isopropylsulfonyl)phenyl)-pyrimidine-2,4-diamine; With triphenylphosphine; In tetrahydrofuran; water; Inert atmosphere;

[(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl)amino]acetic acid; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b01655

Reference yield:

2‐(2,6‐dioxopiperidin‐3‐yl)‐4‐fluoroisoindoline‐1,3‐dione (835616-60-9) → N-(2-(2-(2-(4-(4-((5-chloro-4-((2-(isopropylsulfonyl)phenyl)-amino)pyrimidin-2-yl)amino)-3-methoxyphenyl)piperazin-1-yl)ethoxy)ethoxy)ethyl)-2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)acetamide (2229037-04-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 24 h / 90 °C

2.1: trifluoroacetic acid / dichloromethane / 20 °C

3.1: triphenylphosphine / tetrahydrofuran; water / Inert atmosphere

3.2: 2 h / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;

DOI:10.1021/acs.jmedchem.7b01655

Reference yield:

tert-butyl 2-[[2-[(3RS)-2,6-dioxo-3-piperidyl]-1,3-dioxoisoindolin-4-yl]amino]acetate → N-(2-(2-(2-(4-(4-((5-chloro-4-((2-(isopropylsulfonyl)phenyl)-amino)pyrimidin-2-yl)amino)-3-methoxyphenyl)piperazin-1-yl)ethoxy)ethoxy)ethyl)-2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)acetamide (2229037-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 20 °C

2.1: triphenylphosphine / tetrahydrofuran; water / Inert atmosphere

2.2: 2 h / Inert atmosphere

With triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/acs.jmedchem.7b01655

upstream raw materials:

[(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl)amino]acetic acid

tert-butyl 4-(4-amino-3-methoxy-phenyl)-piperazine-1-carboxylate

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine

2‐(2,6‐dioxopiperidin‐3‐yl)‐4‐fluoroisoindoline‐1,3‐dione