N-{[(4-aminophenyl)methyl][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]amino}(tert-butoxy)carboxamide

Base Information

Chemical Name:N-{[(4-aminophenyl)methyl][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]amino}(tert-butoxy)carboxamide
CAS No.:349105-88-0
Molecular Formula:C₂₇H₃₀ClN₅O₅
Molecular Weight:540.019
Hs Code.:

Synonyms:N-{[(4-aminophenyl)methyl][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]amino}(tert-butoxy)carboxamide

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Chemical Property of N-{[(4-aminophenyl)methyl][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]amino}(tert-butoxy)carboxamide

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Technology Process of N-{[(4-aminophenyl)methyl][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]amino}(tert-butoxy)carboxamide

There total 9 articles about N-{[(4-aminophenyl)methyl][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]amino}(tert-butoxy)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: 69.0%

: 349105-87-9
(tert-butoxy)-N-{[7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)][(4-nitrophenyl)methyl]amino}carboxamide

: 349105-88-0
N-{[(4-aminophenyl)methyl][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]amino}(tert-butoxy)carboxamide

Guidance literature:: With sodium dithionate; potassium carbonate; 1,1'-dioctadecyl-4,4'-bipyridinium dibromide; In dichloromethane; water; at 35 ℃; for 22h;
DOI:10.1021/jm060212s

Reference yield:

: 5900-58-3
2-amino-4-chloro-benzoic acid methyl ester

: 349105-88-0
N-{[(4-aminophenyl)methyl][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]amino}(tert-butoxy)carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 47 percent / potassium tert-butoxide / 2-methyl-propan-2-ol / 11 h / Heating

2.1: 60 percent / aq. NaOH / H₂O / 1 h / 60 °C

3.1: 94.3 percent / DCC / tetrahydrofuran / 15 h / 20 °C

4.1: 64 percent / aq. KOH / H₂O / 3 h / 60 °C

5.1: CMC / tetrahydrofuran / 0.08 h / Heating

5.2: 68 percent / DMAP / tetrahydrofuran / Heating

6.1: 69 percent / sodium dithionate; K₂CO₃ / 1,1'-dioctadecyl-4,4'-bipyridinium dibromide / CH₂Cl₂; H₂O / 22 h / 35 °C

With sodium dithionate; potassium hydroxide; sodium hydroxide; potassium tert-butylate; potassium carbonate; dicyclohexyl-carbodiimide; 1,1'-dioctadecyl-4,4'-bipyridinium dibromide; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jm060212s

Reference yield:

: 170143-35-8,170143-39-2
3-carbomethoxy-7-chloro-4-hydroxyquinoline-2-carboxylic acid

: 349105-88-0
N-{[(4-aminophenyl)methyl][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]amino}(tert-butoxy)carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 94.3 percent / DCC / tetrahydrofuran / 15 h / 20 °C

2.1: 64 percent / aq. KOH / H₂O / 3 h / 60 °C

3.1: CMC / tetrahydrofuran / 0.08 h / Heating

3.2: 68 percent / DMAP / tetrahydrofuran / Heating

4.1: 69 percent / sodium dithionate; K₂CO₃ / 1,1'-dioctadecyl-4,4'-bipyridinium dibromide / CH₂Cl₂; H₂O / 22 h / 35 °C

With sodium dithionate; potassium hydroxide; potassium carbonate; dicyclohexyl-carbodiimide; 1,1'-dioctadecyl-4,4'-bipyridinium dibromide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jm060212s