N-(5-bromo-1-pivaloylindolin-6-yl)-N-methyl-(1-benzylimidazol-4-yl)carboxamide

Base Information

Chemical Name:N-(5-bromo-1-pivaloylindolin-6-yl)-N-methyl-(1-benzylimidazol-4-yl)carboxamide
CAS No.:743476-53-1
Molecular Formula:C₂₅H₂₇BrN₄O₂
Molecular Weight:495.419
Hs Code.:

Synonyms:N-(5-bromo-1-pivaloylindolin-6-yl)-N-methyl-(1-benzylimidazol-4-yl)carboxamide

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Chemical Property of N-(5-bromo-1-pivaloylindolin-6-yl)-N-methyl-(1-benzylimidazol-4-yl)carboxamide

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Technology Process of N-(5-bromo-1-pivaloylindolin-6-yl)-N-methyl-(1-benzylimidazol-4-yl)carboxamide

There total 10 articles about N-(5-bromo-1-pivaloylindolin-6-yl)-N-methyl-(1-benzylimidazol-4-yl)carboxamide 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: 59.0%

: 74-88-4
methyl iodide

: 743476-52-0
N-(5-bromo-1-pivaloylindolin-6-yl)-(1-benzylimidazol-4-yl)carboxamide

: 743476-53-1
N-(5-bromo-1-pivaloylindolin-6-yl)-N-methyl-(1-benzylimidazol-4-yl)carboxamide

Guidance literature:: N-(5-bromo-1-pivaloylindolin-6-yl)-(1-benzylimidazol-4-yl)carboxamide; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Further stages.;
DOI:10.1016/j.tet.2004.05.067

Reference yield:

: 496-15-1
1-indoline

: 743476-53-1
N-(5-bromo-1-pivaloylindolin-6-yl)-N-methyl-(1-benzylimidazol-4-yl)carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 95 percent / KNO₃; sulfuric acid / 1.25 h / 20 °C

2.1: 95 percent / Et₃N / 1,2-dichloro-ethane / 4 h / 30 °C

3.1: 99 percent / H₂ / Raney nickel / tetrahydrofuran; ethanol / 20 °C / 7757.43 Torr

4.1: 91 percent / bromine; acetic acid / 1 h / 20 °C

5.1: phenyl dichlorophosphate; DMF; pyridine / CH₂Cl₂ / 0.17 h

5.2: 77 percent / CH₂Cl₂ / 4 h / 20 °C

6.1: NaH / dimethylformamide; various solvent(s) / 20 °C

6.2: 59 percent / dimethylformamide / 12 h / 20 °C

With pyridine; sulfuric acid; hydrogen; bromine; sodium hydride; acetic acid; O-phenyl phosphorodichloridate; potassium nitrate; triethylamine; N,N-dimethyl-formamide; nickel; In tetrahydrofuran; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.05.067

Reference yield:

: 19727-83-4
6-nitroindoline

: 743476-53-1
N-(5-bromo-1-pivaloylindolin-6-yl)-N-methyl-(1-benzylimidazol-4-yl)carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / Et₃N / 1,2-dichloro-ethane / 4 h / 30 °C

2.1: 99 percent / H₂ / Raney nickel / tetrahydrofuran; ethanol / 20 °C / 7757.43 Torr

3.1: 91 percent / bromine; acetic acid / 1 h / 20 °C

4.1: phenyl dichlorophosphate; DMF; pyridine / CH₂Cl₂ / 0.17 h

4.2: 77 percent / CH₂Cl₂ / 4 h / 20 °C

5.1: NaH / dimethylformamide; various solvent(s) / 20 °C

5.2: 59 percent / dimethylformamide / 12 h / 20 °C

With pyridine; hydrogen; bromine; sodium hydride; acetic acid; O-phenyl phosphorodichloridate; triethylamine; N,N-dimethyl-formamide; nickel; In tetrahydrofuran; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.05.067