6-{N-[3-chloro-4-(2-hydroxy-1,2-oxaborolan-5-yl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

Base Information

Chemical Name:6-{N-[3-chloro-4-(2-hydroxy-1,2-oxaborolan-5-yl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide
CAS No.:1423008-34-7
Molecular Formula:C₂₉H₂₇BClFN₂O₆S
Molecular Weight:596.872
Hs Code.:

6-{N-[3-chloro-4-(2-hydroxy-1,2-oxaborolan-5-yl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

Synonyms:6-{N-[3-chloro-4-(2-hydroxy-1,2-oxaborolan-5-yl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

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Chemical Property of 6-{N-[3-chloro-4-(2-hydroxy-1,2-oxaborolan-5-yl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

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Technology Process of 6-{N-[3-chloro-4-(2-hydroxy-1,2-oxaborolan-5-yl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

There total 20 articles about 6-{N-[3-chloro-4-(2-hydroxy-1,2-oxaborolan-5-yl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-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: 19.0%

: 1423008-37-0
6-(N-{3-chloro-4-[1-(methoxymethoxy)prop-2-en-1-yl]phenyl}methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 1423008-34-7
6-{N-[3-chloro-4-(2-hydroxy-1,2-oxaborolan-5-yl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

Guidance literature:: 6-(N-{3-chloro-4-[1-(methoxymethoxy)prop-2-en-1-yl]phenyl}methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; With chlorocarbonylbis(triphenylphosphine)rhodium(I); In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; for 2h;

With hydrogenchloride; water; In tetrahydrofuran; methanol; at 70 ℃; for 17h;

Reference yield:

: 1423008-37-0
6-(N-{3-chloro-4-[1-(methoxymethoxy)prop-2-en-1-yl]phenyl}methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

: 1423008-34-7
6-{N-[3-chloro-4-(2-hydroxy-1,2-oxaborolan-5-yl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

Guidance literature:: 6-(N-{3-chloro-4-[1-(methoxymethoxy)prop-2-en-1-yl]phenyl}methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide; With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3-bis-(diphenylphosphino)propane; In tetrahydrofuran; for 0.5h;

With 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In tetrahydrofuran; for 0.5h; Concentration; Reagent/catalyst; Time;

Reference yield:

: 1423008-17-6
6-[N-(3-chloro-4-vinylphenyl)methanesulfonamido]-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

: 1423008-34-7
6-{N-[3-chloro-4-(2-hydroxy-1,2-oxaborolan-5-yl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: osmium(VIII) oxide / water; tetrahydrofuran; tert-butyl alcohol

1.2: 16 h / 20 °C

2.1: tetrahydrofuran / 5 h / 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 50 °C

4.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3-bis-(diphenylphosphino)propane / tetrahydrofuran / 0.5 h

4.2: 0.5 h

With osmium(VIII) oxide; bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3-bis-(diphenylphosphino)propane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; tert-butyl alcohol;