tert-butyl 4-(2-nitrophenyl)-5,6-dihydropyridine-1(2H)-carboxylate

Base Information

• Chemical Name: tert-butyl 4-(2-nitrophenyl)-5,6-dihydropyridine-1(2H)-carboxylate
• CAS No.: 494795-55-0
• Molecular Formula: C₁₆H₂₀N₂O₄
• Molecular Weight: 304.346
• Mol file: 494795-55-0.mol

Synonyms:tert-butyl 4-(2-nitrophenyl)-5,6-dihydropyridine-1(2H)-carboxylate

Chemical Property of tert-butyl 4-(2-nitrophenyl)-5,6-dihydropyridine-1(2H)-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 4-(2-nitrophenyl)-5,6-dihydropyridine-1(2H)-carboxylate

There total 4 articles about tert-butyl 4-(2-nitrophenyl)-5,6-dihydropyridine-1(2H)-carboxylate 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: 72.0%

2-Chloronitrobenzene (88-73-3) + tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate (375853-82-0,286961-14-6) → tert-butyl 4-(2-nitrophenyl)-5,6-dihydropyridine-1(2H)-carboxylate (494795-55-0)

Guidance literature:

With potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 100 ℃; for 15h;

Reference yield: 68.0%

2-nitrophenyl bromide (577-19-5) + tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1-(2H)-carboxylate → tert-butyl 4-(2-nitrophenyl)-5,6-dihydropyridine-1(2H)-carboxylate (494795-55-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 80 ℃; Inert atmosphere;

Reference yield:

2-nitrophenylboronic acid (5570-19-4) + 4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-49-1) → tert-butyl 4-(2-nitrophenyl)-5,6-dihydropyridine-1(2H)-carboxylate (494795-55-0)

Guidance literature:

With sodium carbonate; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 90 ℃; for 3h;

upstream raw materials:

2-nitrophenylboronic acid

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

2-Chloronitrobenzene

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate

Downstream raw materials:

tert-butyl 4-(2-aminophenyl)piperidine-1-carboxylate

4-(2-aminophenyl)-5,6-dihydropyridine-1(2H)-carboxylic acid tert-butyl ester

4-(2-nitro-phenyl)-1,2,3,6-tetrahydro-pyridine hydrochloride

1-[4-(2-nitro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]ethanone