N-(azetidin-1-ylsulfonyl)-4-{[(5-chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzamide

Base Information

Chemical Name:N-(azetidin-1-ylsulfonyl)-4-{[(5-chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzamide
CAS No.:1443431-23-9
Molecular Formula:C₁₉H₂₀ClF₂N₃O₅S
Molecular Weight:475.901
Hs Code.:

Synonyms:N-(azetidin-1-ylsulfonyl)-4-{[(5-chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzamide

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Chemical Property of N-(azetidin-1-ylsulfonyl)-4-{[(5-chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzamide

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Technology Process of N-(azetidin-1-ylsulfonyl)-4-{[(5-chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzamide

There total 9 articles about N-(azetidin-1-ylsulfonyl)-4-{[(5-chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzamide 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: 13.0%

: 654073-32-2
1-azetidine-1-sulfonamide

: 1443431-25-1
4-{[(5-chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzoic acid

: 1443431-23-9
N-(azetidin-1-ylsulfonyl)-4-{[(5-chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzamide

Guidance literature:: 4-{[(5-chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzoic acid; With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.333333h;

1-azetidine-1-sulfonamide; In dichloromethane; at 20 ℃;

Reference yield:

: 2402-77-9
2,3-dichloro-pyridine

: 1443431-23-9
N-(azetidin-1-ylsulfonyl)-4-{[(5-chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran / 5 - 20 °C

1.2: 18 h / Reflux

2.1: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / n-heptane / Inert atmosphere

3.1: peracetic acid / water; acetic acid / 4 h / 0 - 20 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere

5.1: water; sodium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

5.2: pH 1

6.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.33 h / 20 °C

6.2: 20 °C

With peracetic acid; dmap; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; water; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4,4'-di-tert-butyl-2,2'-bipyridine; sodium hydroxide; In tetrahydrofuran; methanol; n-heptane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;

Reference yield:

: 1443432-66-3
ethyl 4-{[(5-chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzoate

: 1443431-23-9
N-(azetidin-1-ylsulfonyl)-4-{[(5-chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: water; sodium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C

1.2: pH 1

2.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.33 h / 20 °C

2.2: 20 °C

With dmap; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane;