4-(2-tert-butyloxycarbonylaminophenyl)-5,8-dimethoxy-6-nitroquinoline

Base Information

• Chemical Name: 4-(2-tert-butyloxycarbonylaminophenyl)-5,8-dimethoxy-6-nitroquinoline
• CAS No.: 362050-90-6
• Molecular Formula: C₂₂H₂₃N₃O₆
• Molecular Weight: 425.441
• Mol file: 362050-90-6.mol

Synonyms:4-(2-tert-butyloxycarbonylaminophenyl)-5,8-dimethoxy-6-nitroquinoline

Chemical Property of 4-(2-tert-butyloxycarbonylaminophenyl)-5,8-dimethoxy-6-nitroquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-tert-butyloxycarbonylaminophenyl)-5,8-dimethoxy-6-nitroquinoline

There total 3 articles about 4-(2-tert-butyloxycarbonylaminophenyl)-5,8-dimethoxy-6-nitroquinoline 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: 100.0%

tributyl (o-tert-butyloxycarbonylaminophenyl) stannane (148493-54-3) + 4-bromo-5,8-dimethoxy-6-nitroquinoline (362050-89-3) → 4-(2-tert-butyloxycarbonylaminophenyl)-5,8-dimethoxy-6-nitroquinoline (362050-90-6)

Guidance literature:

dichloro bis(acetonitrile) palladium(II); In 1,4-dioxane; at 55 ℃; for 14h;

DOI:10.1016/S0968-0896(01)00078-5

Reference yield:

5,8-dimethoxy-6-nitro-4(1H)-quinolone → 4-(2-tert-butyloxycarbonylaminophenyl)-5,8-dimethoxy-6-nitroquinoline (362050-90-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / DMAP; 2,6-lutidine / CH₂Cl₂ / 20 h / 20 °C

2: 100 percent / LiBr / dioxane / 2 h / Heating

3: 100 percent / PdCl₂(CH₃CN)2 / dioxane / 14 h / 55 °C

With 2,6-dimethylpyridine; dmap; lithium bromide; dichloro bis(acetonitrile) palladium(II); In 1,4-dioxane; dichloromethane;

DOI:10.1016/S0968-0896(01)00078-5

Reference yield:

5,8-dimethoxy-6-nitro-4-(trifluoromethanesulfonyloxy)quinoline (362050-88-2) → 4-(2-tert-butyloxycarbonylaminophenyl)-5,8-dimethoxy-6-nitroquinoline (362050-90-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / LiBr / dioxane / 2 h / Heating

2: 100 percent / PdCl₂(CH₃CN)2 / dioxane / 14 h / 55 °C

With lithium bromide; dichloro bis(acetonitrile) palladium(II); In 1,4-dioxane;

DOI:10.1016/S0968-0896(01)00078-5

upstream raw materials:

tributyl (o-tert-butyloxycarbonylaminophenyl) stannane

4-bromo-5,8-dimethoxy-6-nitroquinoline

5,8-dimethoxy-6-nitro-4-(trifluoromethanesulfonyloxy)quinoline

Downstream raw materials:

6-amino-4-(2-tert-butyloxycarbonylaminophenyl)-5,8-dimethoxyquinoline

4-(2-tert-butyloxycarbonylaminophenyl)-6-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidenemethylamino)-5,8-dimethoxyquinoline

N-(2-{6-[(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidenemethyl)-amino]-5,8-dimethoxy-quinolin-4-yl}-phenyl)-2,2,2-trifluoro-acetamide