N-[1-(1-adamantyl)methyl-5-(2-diethylaminoethyl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]-N'-(4-fluorophenyl)urea

Base Information

Chemical Name:N-[1-(1-adamantyl)methyl-5-(2-diethylaminoethyl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]-N'-(4-fluorophenyl)urea
CAS No.:1322055-96-8
Molecular Formula:C₃₃H₄₂FN₅O₃
Molecular Weight:575.727
Hs Code.:

Synonyms:N-[1-(1-adamantyl)methyl-5-(2-diethylaminoethyl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]-N'-(4-fluorophenyl)urea

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Chemical Property of N-[1-(1-adamantyl)methyl-5-(2-diethylaminoethyl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]-N'-(4-fluorophenyl)urea

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Technology Process of N-[1-(1-adamantyl)methyl-5-(2-diethylaminoethyl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]-N'-(4-fluorophenyl)urea

There total 8 articles about N-[1-(1-adamantyl)methyl-5-(2-diethylaminoethyl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]-N'-(4-fluorophenyl)urea 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: 52.0%

: 1322055-75-3
N-[1-(1-adamantyl)methyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]-N'-(4-fluorophenyl)urea

: 869-24-9
2-chloro-N,N-diethylethylamine hydrochloride

: 1322055-96-8
N-[1-(1-adamantyl)methyl-5-(2-diethylaminoethyl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]-N'-(4-fluorophenyl)urea

Guidance literature:: With potassium carbonate; In water; acetone; at 75 ℃; for 17h;
DOI:10.1016/j.bmc.2011.05.057

Reference yield:

: 163617-86-5
N-(1-adamantyl)methyl-N'-(4-methoxyphenyl)methyl-1,2-phenylenediamine

: 1322055-96-8
N-[1-(1-adamantyl)methyl-5-(2-diethylaminoethyl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]-N'-(4-fluorophenyl)urea

Guidance literature:: Multi-step reaction with 5 steps

1.1: ethyl acetate / 2 h / Reflux

2.1: acetic acid; zinc / 0.25 h / 23 °C

2.2: pH 10

3.1: ammonium cerium (IV) nitrate; water / acetonitrile / 36 h / 23 °C

4.1: dichloromethane / 0.5 h / 23 °C / Inert atmosphere

5.1: potassium carbonate / water; acetone / 17 h / 75 °C

With ammonium cerium (IV) nitrate; water; potassium carbonate; acetic acid; zinc; In dichloromethane; water; ethyl acetate; acetone; acetonitrile;
DOI:10.1016/j.bmc.2011.05.057

Reference yield:

: 163617-85-4
N-(1-adamantanecarbonyl)-N'-(4-methoxyphenyl)methyl-1,2-phenylenediamine

: 1322055-96-8
N-[1-(1-adamantyl)methyl-5-(2-diethylaminoethyl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]-N'-(4-fluorophenyl)urea

Guidance literature:: Multi-step reaction with 6 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 1.25 h / 10 - 110 °C / Inert atmosphere

1.2: 3 h / Reflux

2.1: ethyl acetate / 2 h / Reflux

3.1: acetic acid; zinc / 0.25 h / 23 °C

3.2: pH 10

4.1: ammonium cerium (IV) nitrate; water / acetonitrile / 36 h / 23 °C

5.1: dichloromethane / 0.5 h / 23 °C / Inert atmosphere

6.1: potassium carbonate / water; acetone / 17 h / 75 °C

With ammonium cerium (IV) nitrate; dimethylsulfide borane complex; water; potassium carbonate; acetic acid; zinc; In tetrahydrofuran; dichloromethane; water; ethyl acetate; acetone; acetonitrile;
DOI:10.1016/j.bmc.2011.05.057