{5-[2-(4-methyl-piperazin-1-yl)-ethyl]-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl}-(4-nitro-phenyl)-methanone

Base Information

Chemical Name:{5-[2-(4-methyl-piperazin-1-yl)-ethyl]-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl}-(4-nitro-phenyl)-methanone
CAS No.:159588-88-2
Molecular Formula:C₂₃H₂₉N₅O₃
Molecular Weight:423.515
Hs Code.:

{5-[2-(4-methyl-piperazin-1-yl)-ethyl]-2,3,4,5-tetrahydro-benzo[<i>b</i>][1,4]diazepin-1-yl}-(4-nitro-phenyl)-methanone

Synonyms:{5-[2-(4-methyl-piperazin-1-yl)-ethyl]-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl}-(4-nitro-phenyl)-methanone

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Chemical Property of {5-[2-(4-methyl-piperazin-1-yl)-ethyl]-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl}-(4-nitro-phenyl)-methanone

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Technology Process of {5-[2-(4-methyl-piperazin-1-yl)-ethyl]-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl}-(4-nitro-phenyl)-methanone

There total 6 articles about {5-[2-(4-methyl-piperazin-1-yl)-ethyl]-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl}-(4-nitro-phenyl)-methanone 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: 43.0%

: 122-04-3
4-nitro-benzoyl chloride

: 159588-79-1
1-<2-(4-methylpiperazin-1-yl)ethyl>-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

: 159588-88-2
{5-[2-(4-methyl-piperazin-1-yl)-ethyl]-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl}-(4-nitro-phenyl)-methanone

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 5 ℃; for 1h;
DOI:10.1248/cpb.46.1566

Reference yield:

: 109-01-3
1-methyl-piperazine

: 159588-88-2
{5-[2-(4-methyl-piperazin-1-yl)-ethyl]-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl}-(4-nitro-phenyl)-methanone

Guidance literature:: Multi-step reaction with 3 steps

1: 65 percent / WSC, HOBt / tetrahydrofuran / 18 h / Ambient temperature

2: 91 percent / BH₃*THF / tetrahydrofuran / 7 h / Heating

3: 43 percent / Et₃N / CH₂Cl₂ / 1 h / 0 - 5 °C

With borane-THF; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.46.1566

Reference yield:

: 5755-07-7
2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one

: 159588-88-2
{5-[2-(4-methyl-piperazin-1-yl)-ethyl]-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl}-(4-nitro-phenyl)-methanone

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, from 0 deg C to 20 deg C, 40 min, 2.) DMF, from 0 deg C to 5 deg C, 30 min

2: 19 percent / 1 N NaOH / ethanol / 3 h / Ambient temperature

3: 65 percent / WSC, HOBt / tetrahydrofuran / 18 h / Ambient temperature

4: 91 percent / BH₃*THF / tetrahydrofuran / 7 h / Heating

5: 43 percent / Et₃N / CH₂Cl₂ / 1 h / 0 - 5 °C

With sodium hydroxide; borane-THF; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1248/cpb.46.1566