4-(4-{[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-en-1-yl]methyl}piperazin-1-yl)-N-({3-nitro-4-[(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}sulfonyl)-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide sulfate

Base Information

• Chemical Name: 4-(4-{[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-en-1-yl]methyl}piperazin-1-yl)-N-({3-nitro-4-[(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}sulfonyl)-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide sulfate
• CAS No.: 1379647-80-9
• Molecular Formula: C₄₅H₅₀ClN₇O₇S*H₂O₄S
• Molecular Weight: 966.533
• Mol file: 1379647-80-9.mol

Synonyms:4-(4-{[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-en-1-yl]methyl}piperazin-1-yl)-N-({3-nitro-4-[(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}sulfonyl)-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide sulfate

Chemical Property of 4-(4-{[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-en-1-yl]methyl}piperazin-1-yl)-N-({3-nitro-4-[(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}sulfonyl)-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide sulfate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-{[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-en-1-yl]methyl}piperazin-1-yl)-N-({3-nitro-4-[(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}sulfonyl)-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide sulfate

There total 15 articles about 4-(4-{[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-en-1-yl]methyl}piperazin-1-yl)-N-({3-nitro-4-[(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}sulfonyl)-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide sulfate 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:

2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1-biphenyl]-2-yl)methyl)piperazin-1-yl)-N-((3-nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)sulfonyl)benzamide (1257044-40-8) → 4-(4-{[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-en-1-yl]methyl}piperazin-1-yl)-N-({3-nitro-4-[(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}sulfonyl)-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide sulfate (1379647-80-9)

Guidance literature:

With sulfuric acid; In isopropyl alcohol; at 70 ℃;

Reference yield:

methyl 4,4-dimethyl-2-(((trifluoromethyl)sulfonyl)oxy)cyclohex-1-ene-1-carboxylate (1228780-46-8) → 4-(4-{[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-en-1-yl]methyl}piperazin-1-yl)-N-({3-nitro-4-[(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}sulfonyl)-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide sulfate (1379647-80-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: cesium fluoride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; methanol / 24 h / 70 °C

2.1: lithium borohydride; methanol / diethyl ether / 24 h / 20 °C

3.1: triethylamine; methanesulfonyl chloride / dichloromethane / 0.02 h / 0 °C

3.2: 24 h / 20 °C

4.1: trifluoroacetic acid; triethylsilane / dichloromethane / 1 h

5.1: dipotassium hydrogenphosphate / dimethyl sulfoxide / 24 h / 135 °C

6.1: sodium hydroxide / 1,4-dioxane / 24 h / 50 °C

7.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

8.1: sulfuric acid / isopropyl alcohol / 70 °C

With methanol; triethylsilane; dmap; dipotassium hydrogenphosphate; lithium borohydride; sulfuric acid; methanesulfonyl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; cesium fluoride; trifluoroacetic acid; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; dimethyl sulfoxide; isopropyl alcohol;

Reference yield:

methyl 4,4-dimethyl-2-oxocyclohexancarboxylate (32767-46-7) → 4-(4-{[2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-en-1-yl]methyl}piperazin-1-yl)-N-({3-nitro-4-[(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}sulfonyl)-2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)benzamide sulfate (1379647-80-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sodium hydride / dichloromethane / 0.5 h / 0 °C

1.2: -78 - 20 °C

2.1: cesium fluoride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; methanol / 24 h / 70 °C

3.1: lithium borohydride; methanol / diethyl ether / 24 h / 20 °C

4.1: triethylamine; methanesulfonyl chloride / dichloromethane / 0.02 h / 0 °C

4.2: 24 h / 20 °C

5.1: trifluoroacetic acid; triethylsilane / dichloromethane / 1 h

6.1: dipotassium hydrogenphosphate / dimethyl sulfoxide / 24 h / 135 °C

7.1: sodium hydroxide / 1,4-dioxane / 24 h / 50 °C

8.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

9.1: sulfuric acid / isopropyl alcohol / 70 °C

With methanol; triethylsilane; dmap; dipotassium hydrogenphosphate; lithium borohydride; sulfuric acid; sodium hydride; methanesulfonyl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; cesium fluoride; trifluoroacetic acid; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; dimethyl sulfoxide; isopropyl alcohol;

upstream raw materials:

4-fluoro-3-nitrobenzenesulfonamide

5-bromo-1H-pyrrolo[2,3-b]pyridine

5-bromo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine

methyl 4,4-dimethyl-2-oxocyclohexancarboxylate

Refernces