N-[(3-{[4-(hydroxyamino)-4-oxobutyl]oxy}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide

Base Information

Chemical Name:N-[(3-{[4-(hydroxyamino)-4-oxobutyl]oxy}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide
CAS No.:935759-39-0
Molecular Formula:C₂₀H₂₀N₄O₅
Molecular Weight:396.403
Hs Code.:

Synonyms:N-[(3-{[4-(hydroxyamino)-4-oxobutyl]oxy}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide

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Chemical Property of N-[(3-{[4-(hydroxyamino)-4-oxobutyl]oxy}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide

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Technology Process of N-[(3-{[4-(hydroxyamino)-4-oxobutyl]oxy}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide

There total 5 articles about N-[(3-{[4-(hydroxyamino)-4-oxobutyl]oxy}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-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: 9.0%

: 869296-38-8
4-{[3-({[(4-oxo-3,4-dihydroquinazolin-2-yl)carbonyl]amino}-methyl)phenyl]oxy}butanoic acid

: 935759-39-0
N-[(3-{[4-(hydroxyamino)-4-oxobutyl]oxy}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide

Guidance literature:: 4-{[3-({[(4-oxo-3,4-dihydroquinazolin-2-yl)carbonyl]amino}-methyl)phenyl]oxy}butanoic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

With hydroxylamine; In tetrahydrofuran; water; tert-butyl alcohol; at 0 ℃; for 0.25h;
DOI:10.1021/acs.jmedchem.6b01007

Reference yield:

: C₂₀H₁₈ClN₃O₄

: 935759-39-0
N-[(3-{[4-(hydroxyamino)-4-oxobutyl]oxy}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide

Guidance literature:: With hydroxylamine; In tetrahydrofuran; water; tert-butyl alcohol; at 0 ℃; for 0.25h;

Reference yield:

: 869299-47-8
ethyl 4-[(3-cyanophenyl)oxy]butanoate

: 935759-39-0
N-[(3-{[4-(hydroxyamino)-4-oxobutyl]oxy}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium 10% on activated carbon; formic acid; hydrogen / methanol / 5 h / 20 °C / 760.05 Torr

1.2: 1 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 15 h / 80 °C

3.1: sodium hydroxide; water / methanol; tetrahydrofuran / 2 h / 100 °C

4.1: N,N-dimethyl-formamide; oxalyl dichloride / tetrahydrofuran / 2 h / 0 - 20 °C

4.2: 0.25 h / 0 °C

With formic acid; oxalyl dichloride; palladium 10% on activated carbon; water; hydrogen; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; methanol;
DOI:10.1021/acs.jmedchem.6b01007