2-chloro-N-[4-chloro-3-(5-hydroxy-2-pyridyl)phenyl]-4-methylsulfonylbenzamide

Base Information

Chemical Name:2-chloro-N-[4-chloro-3-(5-hydroxy-2-pyridyl)phenyl]-4-methylsulfonylbenzamide
CAS No.:1370525-64-6
Molecular Formula:C₁₉H₁₄Cl₂N₂O₄S
Molecular Weight:437.303
Hs Code.:

Synonyms:2-chloro-N-[4-chloro-3-(5-hydroxy-2-pyridyl)phenyl]-4-methylsulfonylbenzamide

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Chemical Property of 2-chloro-N-[4-chloro-3-(5-hydroxy-2-pyridyl)phenyl]-4-methylsulfonylbenzamide

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Technology Process of 2-chloro-N-[4-chloro-3-(5-hydroxy-2-pyridyl)phenyl]-4-methylsulfonylbenzamide

There total 3 articles about 2-chloro-N-[4-chloro-3-(5-hydroxy-2-pyridyl)phenyl]-4-methylsulfonylbenzamide 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: 52.0%

: 2-chloro-N-[4-chloro-3-(5-methoxy-2-pyridyl)phenyl]-4-methylsulfonylbenzamide

: 1370525-64-6
2-chloro-N-[4-chloro-3-(5-hydroxy-2-pyridyl)phenyl]-4-methylsulfonylbenzamide

Guidance literature:: With boron tribromide; In dichloromethane; at 40 ℃; for 20h;
DOI:10.1124/dmd.113.055715

Reference yield:

: 74534-15-9
1-chloro-2-iodo-4-nitrobenzene

: 1370525-64-6
2-chloro-N-[4-chloro-3-(5-hydroxy-2-pyridyl)phenyl]-4-methylsulfonylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1: acetic acid; iron / 1 h / 70 °C

2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium fluoride; di-tert-butylphosphine oxide / 1,4-dioxane / 20 h / 110 °C / Microwave irradiation; Sealed tube

4: boron tribromide / dichloromethane / 20 h / 40 °C

With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butylphosphine oxide; boron tribromide; iron; acetic acid; 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 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1124/dmd.113.055715

Reference yield:

: 573764-31-5
3-iodo-4-chloroaniline

: 1370525-64-6
2-chloro-N-[4-chloro-3-(5-hydroxy-2-pyridyl)phenyl]-4-methylsulfonylbenzamide

Guidance literature:: Multi-step reaction with 3 steps

1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium fluoride; di-tert-butylphosphine oxide / 1,4-dioxane / 20 h / 110 °C / Microwave irradiation; Sealed tube

3: boron tribromide / dichloromethane / 20 h / 40 °C

With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butylphosphine oxide; boron tribromide; 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 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1124/dmd.113.055715