N-(4-{[(tetrahydro-2H-pyran-2-yloxy)amino]carbonyl}benzyl)-3-quinolinecarboxamide

Base Information

Chemical Name:N-(4-{[(tetrahydro-2H-pyran-2-yloxy)amino]carbonyl}benzyl)-3-quinolinecarboxamide
CAS No.:742106-47-4
Molecular Formula:C₂₃H₂₃N₃O₄
Molecular Weight:405.453
Hs Code.:

Synonyms:N-(4-{[(tetrahydro-2H-pyran-2-yloxy)amino]carbonyl}benzyl)-3-quinolinecarboxamide

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Chemical Property of N-(4-{[(tetrahydro-2H-pyran-2-yloxy)amino]carbonyl}benzyl)-3-quinolinecarboxamide

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Technology Process of N-(4-{[(tetrahydro-2H-pyran-2-yloxy)amino]carbonyl}benzyl)-3-quinolinecarboxamide

There total 4 articles about N-(4-{[(tetrahydro-2H-pyran-2-yloxy)amino]carbonyl}benzyl)-3-quinolinecarboxamide 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: 68.0%

: 6723-30-4
O-2-tetrahydro-2H-pyranhydroxylamine

: 591218-00-7
4-{[(3-quinolinylcarbonyl)amino]methyl}benzoic acid

: 742106-47-4
N-(4-{[(tetrahydro-2H-pyran-2-yloxy)amino]carbonyl}benzyl)-3-quinolinecarboxamide

Guidance literature:: With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; (3aR,4R,7S,7aS)-2-hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (N-hydroxy-5-exo-norbornene-2,3-dicarboximide); In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 7h;
DOI:10.1016/j.bmc.2004.06.020

Reference yield:

: 6480-68-8
quinoline-3-carboxylic acid

: 742106-47-4
N-(4-{[(tetrahydro-2H-pyran-2-yloxy)amino]carbonyl}benzyl)-3-quinolinecarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / HONB; WSCI; triethylamine / dimethylformamide / 20 °C

2: 98 percent / LiOH / H₂O; tetrahydrofuran / 20 °C

3: 68 percent / triethylamine; HONB; WSCI / CH₂Cl₂; dimethylformamide / 7 h / 20 °C

With lithium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; (3aR,4R,7S,7aS)-2-hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (N-hydroxy-5-exo-norbornene-2,3-dicarboximide); In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.06.020

Reference yield:

: 6232-11-7
methyl 4-(aminomethyl)benzoate hydrochloride

: 742106-47-4
N-(4-{[(tetrahydro-2H-pyran-2-yloxy)amino]carbonyl}benzyl)-3-quinolinecarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / HONB; WSCI; triethylamine / dimethylformamide / 20 °C

2: 98 percent / LiOH / H₂O; tetrahydrofuran / 20 °C

3: 68 percent / triethylamine; HONB; WSCI / CH₂Cl₂; dimethylformamide / 7 h / 20 °C

With lithium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; (3aR,4R,7S,7aS)-2-hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (N-hydroxy-5-exo-norbornene-2,3-dicarboximide); In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.06.020