N₁-methyl-N₁-(2-morpholinoethyl)-N₃-(2-(1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indole-2-carbonyl)-4-(piperidin-1-yl)phenyl)isophthalamide

Base Information

• Chemical Name: N₁-methyl-N₁-(2-morpholinoethyl)-N₃-(2-(1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indole-2-carbonyl)-4-(piperidin-1-yl)phenyl)isophthalamide
• CAS No.: 1354826-31-5
• Molecular Formula: C₄₂H₄₂F₃N₅O₆S
• Molecular Weight: 801.887

Synonyms:N₁-methyl-N₁-(2-morpholinoethyl)-N₃-(2-(1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indole-2-carbonyl)-4-(piperidin-1-yl)phenyl)isophthalamide

Chemical Property of N₁-methyl-N₁-(2-morpholinoethyl)-N₃-(2-(1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indole-2-carbonyl)-4-(piperidin-1-yl)phenyl)isophthalamide

Chemical Property:

Purity/Quality:

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Technology Process of N₁-methyl-N₁-(2-morpholinoethyl)-N₃-(2-(1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indole-2-carbonyl)-4-(piperidin-1-yl)phenyl)isophthalamide

There total 17 articles about N₁-methyl-N₁-(2-morpholinoethyl)-N₃-(2-(1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indole-2-carbonyl)-4-(piperidin-1-yl)phenyl)isophthalamide 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: 66.0%

3-(methyl-(2-morpholinoethyl)carbamoyl)benzoyl chloride (1354721-87-1) + (2-amino-5-(piperidin-1-yl)phenyl)-(1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indol-2-yl)methanone (1354826-25-7) → N1-methyl-N1-(2-morpholinoethyl)-N3-(2-(1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indole-2-carbonyl)-4-(piperidin-1-yl)phenyl)isophthalamide (1354826-31-5)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

5-(piperidin-1-yl)-2-nitrobenzaldehyde (113259-79-3) → N1-methyl-N1-(2-morpholinoethyl)-N3-(2-(1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indole-2-carbonyl)-4-(piperidin-1-yl)phenyl)isophthalamide (1354826-31-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine; n-butyllithium / tetrahydrofuran / 1 h / -80 - 0 °C / Inert atmosphere

1.2: 4.5 h / -80 - 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -80 °C / Inert atmosphere

2.2: 1 h / -80 - -20 °C

3.1: hydrogen / palladium on activated charcoal / methanol / 10 °C / Inert atmosphere

4.1: pyridine / dichloromethane / 2 h / 20 °C

With pyridine; n-butyllithium; oxalyl dichloride; hydrogen; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

benzene 1,3-dicarboxylic acid monomethyl ester (1877-71-0) → N1-methyl-N1-(2-morpholinoethyl)-N3-(2-(1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indole-2-carbonyl)-4-(piperidin-1-yl)phenyl)isophthalamide (1354826-31-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 40 °C

2.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C

3.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 1 h / 25 °C

3.2: pH 2 - 3

4.1: oxalyl dichloride / N,N-dimethyl-formamide / 2 h / 20 °C

5.1: pyridine / dichloromethane / 2 h / 20 °C

With pyridine; oxalyl dichloride; lithium hydroxide monohydrate; water; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

upstream raw materials:

5-(piperidin-1-yl)-2-nitrobenzaldehyde

5-chloro-2-nitrobenzaldehyde ethylene acetal

methyl-(2-morpholin-4-yl-ethyl)-amine

benzene 1,3-dicarboxylic acid monomethyl ester

Downstream raw materials:

N₁-methyl-N₁-(2-morpholinoethyl)-N₃-(4-(piperidin-1-yl)-2-(6-(trifluoromethyl)-1H-indole-2-carbonyl)phenyl)isophthalamide 2,2,2-trifluoroacetate

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