N-(tert-butyl)-5-cyanopyridine-3-sulfonamide

Base Information

• Chemical Name: N-(tert-butyl)-5-cyanopyridine-3-sulfonamide
• CAS No.: 1272356-73-6
• Molecular Formula: C₁₀H₁₃N₃O₂S
• Molecular Weight: 239.298
• Mol file: 1272356-73-6.mol

Synonyms:N-tert-butyl-5-cyanopyridine-3-sulfonamide

Chemical Property of N-(tert-butyl)-5-cyanopyridine-3-sulfonamide

Chemical Property:

Purity/Quality:

N-(tert-butyl)-5-cyanopyridine-3-sulfonamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tert-butyl)-5-cyanopyridine-3-sulfonamide

There total 3 articles about N-(tert-butyl)-5-cyanopyridine-3-sulfonamide 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: 91.0%

zinc(II) cyanide (557-21-1) + 5-bromo-N-(tert-butyl)pyridine-3-sulfonamide (911111-80-3) → N-tert-butyl-5-cyanopyridine-3-sulfonamide (1272356-73-6)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl acetamide; at 85 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02254

Reference yield: 82.8%

5-bromo-N-(tert-butyl)pyridine-3-sulfonamide (911111-80-3) + potassium hexacyanoferrate(III) trihydrate → N-tert-butyl-5-cyanopyridine-3-sulfonamide (1272356-73-6)

Guidance literature:

With copper(l) iodide; sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 120 - 125 ℃; for 4h; Industry scale;

Reference yield:

3,5-dibromopyridine (625-92-3) → N-tert-butyl-5-cyanopyridine-3-sulfonamide (1272356-73-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TurboGrignard / tetrahydrofuran / 0.17 h / -8 °C / Inert atmosphere

1.2: 0.33 h / -9 °C / Inert atmosphere

1.3: 12 h / -9 °C / Inert atmosphere

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / N,N-dimethyl acetamide / 4 h / 85 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; TurboGrignard; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; N,N-dimethyl acetamide;

DOI:10.1021/acs.joc.8b02254

upstream raw materials:

5-bromo-N-(tert-butyl)pyridine-3-sulfonamide

3,5-dibromopyridine

zinc(II) cyanide

Downstream raw materials:

5-(4-amino-5-phenylquinazolin-2-yl)-N-tert-butylpyridine-3-sulfonamide

Refernces

• 1、 -. "QUINAZOLINES AS POTASSIUM ION CHANNEL INHIBITORS". Page/Page column 218. . Retrieved 2011/04/14.