5-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide

Base Information

• Chemical Name: 5-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide
• CAS No.: 1354787-40-8
• Molecular Formula: C₂₀H₁₆ClF₃N₂O₄S
• Molecular Weight: 472.872

Synonyms:5-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide

Chemical Property of 5-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide

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Technology Process of 5-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide

There total 5 articles about 5-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide 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: 75.0%

2,4-dimethoxylbenzyl alcohol (7314-44-5) + 5-chloro-2,4-difluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide → 5-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide (1354787-40-8)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b00598

Reference yield: 58.2%

N-(2,4-dimethoxybenzyl)-5-fluoropyridin-2-amine (1354787-41-9) + 5-chloro-2,4-difluorobenzene-1-sulfonyl chloride (13656-57-0) → 5-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide (1354787-40-8)

Guidance literature:

N-(2,4-dimethoxybenzyl)-5-fluoropyridin-2-amine; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

5-chloro-2,4-difluorobenzene-1-sulfonyl chloride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmcl.2017.03.043

Reference yield:

5-chloro-2,4-difluorobenzene-1-sulfonyl chloride (13656-57-0) → 5-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide (1354787-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 2 h / 20 °C

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With pyridine; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.jmedchem.7b00598

upstream raw materials:

2-amino-5-fluoropyridine

2,4-Dimethoxybenzaldehyde

N-(2,4-dimethoxybenzyl)-5-fluoropyridin-2-amine

5-chloro-2,4-difluorobenzene-1-sulfonyl chloride

Downstream raw materials:

5-Chloro-2-fluoro-N-(5-fluoropyridin-2-yl)-4-{[3-(1-methyl-1H-pyrazol-5-yl)biphenyl-4-yl]oxy}benzenesulfonamide

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