methyl 2-(4-(5-fluoro-1-(methylsulfonyl)-1H-indol-2-yl)benzamido)acetate

Base Information

Chemical Name:methyl 2-(4-(5-fluoro-1-(methylsulfonyl)-1H-indol-2-yl)benzamido)acetate
CAS No.:1309873-20-8
Molecular Formula:C₁₉H₁₇FN₂O₅S
Molecular Weight:404.419
Hs Code.:

Synonyms:methyl 2-(4-(5-fluoro-1-(methylsulfonyl)-1H-indol-2-yl)benzamido)acetate

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Chemical Property of methyl 2-(4-(5-fluoro-1-(methylsulfonyl)-1H-indol-2-yl)benzamido)acetate

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Technology Process of methyl 2-(4-(5-fluoro-1-(methylsulfonyl)-1H-indol-2-yl)benzamido)acetate

There total 4 articles about methyl 2-(4-(5-fluoro-1-(methylsulfonyl)-1H-indol-2-yl)benzamido)acetate 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: 65.0%

: 1309873-19-5
4-(5-fluoro-1-(methylsulfonyl)-1H-indol-2-yl)benzoic acid

: 616-34-2
methoxycarbonylmethylamine

: 1309873-20-8
methyl 2-(4-(5-fluoro-1-(methylsulfonyl)-1H-indol-2-yl)benzamido)acetate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1039/c0ob01161d

Reference yield:

: 51934-41-9
4-iodobenzoic acid ethyl ester

: 1309873-20-8
methyl 2-(4-(5-fluoro-1-(methylsulfonyl)-1H-indol-2-yl)benzamido)acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(l) iodide; palladium 10% on activated carbon; triethylamine; triphenylphosphine / methanol / 3 h / Reflux

1.2: 0.5 h / Reflux

1.3: 5 h / Reflux

2.1: sodium hydroxide / tetrahydrofuran; water / 3 h / Reflux

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With copper(l) iodide; palladium 10% on activated carbon; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; methanol; water; 1.1: Sonogashira coupling;
DOI:10.1039/c0ob01161d

Reference yield:

: 1184953-69-2
N-(4-fluoro-2-iodophenyl)methanesulfonamide

: 1309873-20-8
methyl 2-(4-(5-fluoro-1-(methylsulfonyl)-1H-indol-2-yl)benzamido)acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(l) iodide; palladium 10% on activated carbon; triethylamine; triphenylphosphine / methanol / 3 h / Reflux

1.2: 0.5 h / Reflux

1.3: 5 h / Reflux

2.1: sodium hydroxide / tetrahydrofuran; water / 3 h / Reflux

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With copper(l) iodide; palladium 10% on activated carbon; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; methanol; water; 1.1: Sonogashira coupling;
DOI:10.1039/c0ob01161d