(S)-1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1H-indole-5-carboxamide

Base Information

• Chemical Name: (S)-1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1H-indole-5-carboxamide
• CAS No.: 1415254-98-6
• Molecular Formula: C₃₆H₃₅N₃O
• Molecular Weight: 525.693

Synonyms:(S)-1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1H-indole-5-carboxamide

Chemical Property of (S)-1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1H-indole-5-carboxamide

Chemical Property:

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Technology Process of (S)-1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1H-indole-5-carboxamide

There total 9 articles about (S)-1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1H-indole-5-carboxamide 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:

(S)-1-(3-isopropylphenyl)ethan-1-amine hydrochloride (1415257-91-8) + 1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2,3-dimethyl-1H-indole-5-carboxylic acid (1415256-67-5) → (S)-1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1H-indole-5-carboxamide (1415254-98-6)

Guidance literature:

1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2,3-dimethyl-1H-indole-5-carboxylic 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 0.0833333h;

(S)-1-(3-isopropylphenyl)ethan-1-amine hydrochloride; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/acsmedchemlett.5b00218

Reference yield:

3-isopropylbenzaldehyde (34246-57-6) → (S)-1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1H-indole-5-carboxamide (1415254-98-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridinium p-toluenesulfonate; magnesium sulfate / dichloromethane / 40 °C

2.1: dichloromethane; diethyl ether / 22 h / -50 - 20 °C

3.1: hydrogenchloride / water; methanol / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 0.08 h

4.2: 0.5 h / 20 °C

With hydrogenchloride; pyridinium p-toluenesulfonate; magnesium sulfate; 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 methanol; diethyl ether; dichloromethane; water;

DOI:10.1021/acsmedchemlett.5b00218

Reference yield:

C15H25NOS → (S)-1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1H-indole-5-carboxamide (1415254-98-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / water; methanol / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 0.08 h

2.2: 0.5 h / 20 °C

With hydrogenchloride; 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 methanol; dichloromethane; water;

DOI:10.1021/acsmedchemlett.5b00218

upstream raw materials:

3-isopropylbenzaldehyde

(S)-1-(3-isopropylphenyl)ethan-1-amine hydrochloride

1-((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)-2,3-dimethyl-1H-indole-5-carboxylic acid

4-Hydrazinobenzoic acid

Downstream raw materials:

(S)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1-((2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-indole-5-carboxamide

(S)-1-((2'-(2H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-N-(1-(3-isopropylphenyl)ethyl)-2,3-dimethyl-1H-indole-5-carboxamide

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