2-chloro-5-(2-(cyclopropanecarboxamido)benzo[d]thiazol-6-yl)-3-(4-fluorophenylsulfonylamino)benzamide

Base Information

Chemical Name:2-chloro-5-(2-(cyclopropanecarboxamido)benzo[d]thiazol-6-yl)-3-(4-fluorophenylsulfonylamino)benzamide
CAS No.:1616589-54-8
Molecular Formula:C₂₄H₁₈ClFN₄O₄S₂
Molecular Weight:545.015
Hs Code.:

Synonyms:2-chloro-5-(2-(cyclopropanecarboxamido)benzo[d]thiazol-6-yl)-3-(4-fluorophenylsulfonylamino)benzamide

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Chemical Property of 2-chloro-5-(2-(cyclopropanecarboxamido)benzo[d]thiazol-6-yl)-3-(4-fluorophenylsulfonylamino)benzamide

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Technology Process of 2-chloro-5-(2-(cyclopropanecarboxamido)benzo[d]thiazol-6-yl)-3-(4-fluorophenylsulfonylamino)benzamide

There total 4 articles about 2-chloro-5-(2-(cyclopropanecarboxamido)benzo[d]thiazol-6-yl)-3-(4-fluorophenylsulfonylamino)benzamide 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: 73.0%

: 1404227-95-7
5-bromo-2-chloro-3-(4-fluorophenylsulfonylamino)benzamide

: 352684-69-6
N-(6-bromo-1,3-benzothiazol-2-yl)cyclopropanecarboxamide

: 1616589-54-8
2-chloro-5-(2-(cyclopropanecarboxamido)benzo[d]thiazol-6-yl)-3-(4-fluorophenylsulfonylamino)benzamide

Guidance literature:: 5-bromo-2-chloro-3-(4-fluorophenylsulfonylamino)benzamide; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; bis(pinacol)diborane; In 1,2-dimethoxyethane; for 4h; Inert atmosphere; Reflux;

N-(6-bromo-1,3-benzothiazol-2-yl)cyclopropanecarboxamide; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,2-dimethoxyethane; water; Reflux;
DOI:10.1016/j.bmc.2014.04.064

Reference yield:

: 349-88-2
4-Fluorobenzenesulfonyl chloride

: 1616589-54-8
2-chloro-5-(2-(cyclopropanecarboxamido)benzo[d]thiazol-6-yl)-3-(4-fluorophenylsulfonylamino)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: tin(II) chloride dihdyrate / ethyl acetate / 4 h / Reflux

1.2: 20 °C

2.1: bis(pinacol)diborane; potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,2-dimethoxyethane / 4 h / Inert atmosphere; Reflux

2.2: Reflux

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tin(II) chloride dihdyrate; potassium acetate; bis(pinacol)diborane; In 1,2-dimethoxyethane; ethyl acetate; 2.2: |Suzuki Coupling;
DOI:10.1016/j.bmc.2014.04.064

Reference yield:

: 15864-32-1
2-amino-6-bromobenzothiazole

: 1616589-54-8
2-chloro-5-(2-(cyclopropanecarboxamido)benzo[d]thiazol-6-yl)-3-(4-fluorophenylsulfonylamino)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / Cooling with ice; Inert atmosphere

2.1: bis(pinacol)diborane; potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,2-dimethoxyethane / 4 h / Inert atmosphere; Reflux

2.2: Reflux

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; triethylamine; bis(pinacol)diborane; In 1,2-dimethoxyethane; dichloromethane; 2.2: |Suzuki Coupling;
DOI:10.1016/j.bmc.2014.04.064