5-{6-[tert-butoxycarbonyl-(3-fluoro-phenyl)-amino]-pyrazin-2-yl}-nicotinic acid ethyl ester

Base Information

Chemical Name:5-{6-[tert-butoxycarbonyl-(3-fluoro-phenyl)-amino]-pyrazin-2-yl}-nicotinic acid ethyl ester
CAS No.:405940-16-1
Molecular Formula:C₂₃H₂₃FN₄O₄
Molecular Weight:438.458
Hs Code.:

5-{6-[<i>tert</i>-butoxycarbonyl-(3-fluoro-phenyl)-amino]-pyrazin-2-yl}-nicotinic acid ethyl ester

Synonyms:5-{6-[tert-butoxycarbonyl-(3-fluoro-phenyl)-amino]-pyrazin-2-yl}-nicotinic acid ethyl ester

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Chemical Property of 5-{6-[tert-butoxycarbonyl-(3-fluoro-phenyl)-amino]-pyrazin-2-yl}-nicotinic acid ethyl ester

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Technology Process of 5-{6-[tert-butoxycarbonyl-(3-fluoro-phenyl)-amino]-pyrazin-2-yl}-nicotinic acid ethyl ester

There total 4 articles about 5-{6-[tert-butoxycarbonyl-(3-fluoro-phenyl)-amino]-pyrazin-2-yl}-nicotinic acid ethyl ester 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:

: 20986-40-7
ethyl 5-bromo-3-pyridinecarboxylate

: 405940-16-1
5-{6-[tert-butoxycarbonyl-(3-fluoro-phenyl)-amino]-pyrazin-2-yl}-nicotinic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: bis(tributyltin); tri-o-tolylphosphine; triethylamine / palladium acetate / acetonitrile / 22 h / 95 - 100 °C

1.2: 3.56 g / dichloro-bis(triphenylphosphine)palladium; LiCl / toluene / 23 h / 100 °C

2.1: 80 percent / tris(dibenzylideneacetone)dipalladium⁽⁰⁾*CHCl₃; 1,1'-bis(diphenylphosphino)ferrocene; Cs₂CO₃ / dioxane / 46 h / 110 °C

3.1: (dimethylamino)pyridine / CH₂Cl₂ / 4 h / 20 °C

With dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene; bis(tri-n-butyltin); caesium carbonate; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In 1,4-dioxane; dichloromethane; acetonitrile; 1.2: Stille coupling;
DOI:10.1021/jm058205b

Reference yield:

: 405940-15-0
5-[6-(3-fluorophenylamino)pyrazin-2-yl]nicotinic acid ethyl ester

: 24424-99-5
di-tert-butyl dicarbonate

: 405940-16-1
5-{6-[tert-butoxycarbonyl-(3-fluoro-phenyl)-amino]-pyrazin-2-yl}-nicotinic acid ethyl ester

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/jm058205b

Reference yield:

: 405938-99-0
5-(6-chloropyrazine-2-yl)nicotinic acid ethyl ester

: 405940-16-1
5-{6-[tert-butoxycarbonyl-(3-fluoro-phenyl)-amino]-pyrazin-2-yl}-nicotinic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / tris(dibenzylideneacetone)dipalladium⁽⁰⁾*CHCl₃; 1,1'-bis(diphenylphosphino)ferrocene; Cs₂CO₃ / dioxane / 46 h / 110 °C

2: (dimethylamino)pyridine / CH₂Cl₂ / 4 h / 20 °C

With dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene; caesium carbonate; In 1,4-dioxane; dichloromethane;
DOI:10.1021/jm058205b