methyl 2-bromo-3-chloro-5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}benzoate

Base Information

Chemical Name:methyl 2-bromo-3-chloro-5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}benzoate
CAS No.:1423007-86-6
Molecular Formula:C₂₈H₂₃BrClFN₂O₆S
Molecular Weight:649.922
Hs Code.:

Synonyms:methyl 2-bromo-3-chloro-5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}benzoate

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Chemical Property of methyl 2-bromo-3-chloro-5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}benzoate

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Technology Process of methyl 2-bromo-3-chloro-5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}benzoate

There total 21 articles about methyl 2-bromo-3-chloro-5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}benzoate 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: 100.0%

: 1423007-85-5
methyl 2-amino-3-chloro-5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}benzoate

: 1423007-86-6
methyl 2-bromo-3-chloro-5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}benzoate

Guidance literature:: methyl 2-amino-3-chloro-5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}benzoate; With hydrogen bromide; sodium nitrite; In water; acetonitrile; at 0 ℃; for 0.583333h;

With copper(I) bromide; In water; acetonitrile; at 50 ℃; for 0.533333h;
DOI:10.1021/acs.jmedchem.8b01719

Reference yield: 83.0%

: methylammonium 6-(N-(4-bromo-3-chloro-5-(methoxycarbonyl)phenyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)benzofuran-3-carboxylate

: 593-51-1
methylamine hydrochloride

: 1423007-86-6
methyl 2-bromo-3-chloro-5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}benzoate

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In ethyl acetate; at 30 ℃; Inert atmosphere;
DOI:10.1021/acs.joc.8b02269

Reference yield:

: 393-85-1
methyl 5-fluoro-2-nitrobenzoate

: 1423007-86-6
methyl 2-bromo-3-chloro-5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N,N,N,N,N-hexamethylphosphoric triamide / 72 h / 60 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / 1.5 h / 775.74 Torr

3.1: N-chloro-succinimide / acetonitrile / 1 h / 40 °C / Inert atmosphere

4.1: sodium nitrite; hydrogen bromide / acetonitrile; water / 0.5 h / 0 °C

4.2: 0.5 h / 0 - 50 °C

With N-chloro-succinimide; palladium 10% on activated carbon; hydrogen bromide; hydrogen; potassium carbonate; sodium nitrite; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; water; acetonitrile;