N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-2-(p-tolyl)-1,2-thiazinane-6-carboxamide 1,1-dioxide

Base Information

Chemical Name:N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-2-(p-tolyl)-1,2-thiazinane-6-carboxamide 1,1-dioxide
CAS No.:1612842-23-5
Molecular Formula:C₂₃H₂₂ClFN₄O₄S
Molecular Weight:504.969
Hs Code.:

Synonyms:N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-2-(p-tolyl)-1,2-thiazinane-6-carboxamide 1,1-dioxide

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Chemical Property of N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-2-(p-tolyl)-1,2-thiazinane-6-carboxamide 1,1-dioxide

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Technology Process of N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-2-(p-tolyl)-1,2-thiazinane-6-carboxamide 1,1-dioxide

There total 5 articles about N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-2-(p-tolyl)-1,2-thiazinane-6-carboxamide 1,1-dioxide 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: 67.0%

: 1612842-17-7
N-(4-((2-carbamoyl-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-2-(p-tolyl)-1,2-thiazinane-6-carboxamide 1,1-dioxide

: 1612842-23-5
N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-2-(p-tolyl)-1,2-thiazinane-6-carboxamide 1,1-dioxide

Guidance literature:: With [bis(acetoxy)iodo]benzene; In water; ethyl acetate; acetonitrile; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.ejmech.2014.04.056

Reference yield:

: 78374-64-8
ethyl 2-(N-p-tolylsulfamoyl)acetate

: 1612842-23-5
N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-2-(p-tolyl)-1,2-thiazinane-6-carboxamide 1,1-dioxide

Guidance literature:: Multi-step reaction with 4 steps

1: potassium phosphate / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

2: potassium hydroxide / methanol; water / 3 h / Inert atmosphere

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4: [bis(acetoxy)iodo]benzene / water; ethyl acetate; acetonitrile / 2 h / 20 °C / Inert atmosphere

With dmap; potassium phosphate; [bis(acetoxy)iodo]benzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 4: |Hofmann Rearrangement;
DOI:10.1016/j.ejmech.2014.04.056

Reference yield:

: 106-49-0,12221-03-3
p-toluidine

: 1612842-23-5
N-(4-((2-amino-3-chloropyridin-4-yl)oxy)-3-fluorophenyl)-2-(p-tolyl)-1,2-thiazinane-6-carboxamide 1,1-dioxide

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

2: potassium phosphate / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

3: potassium hydroxide / methanol; water / 3 h / Inert atmosphere

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

5: [bis(acetoxy)iodo]benzene / water; ethyl acetate; acetonitrile / 2 h / 20 °C / Inert atmosphere

With dmap; potassium phosphate; [bis(acetoxy)iodo]benzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 5: |Hofmann Rearrangement;
DOI:10.1016/j.ejmech.2014.04.056