(E)-9-hydroxy-6-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-11H-indeno[1,2-c]quinolin-11-one O-2-(pyrrolidin-1-yl)ethyl oxime

Base Information

• Chemical Name: (E)-9-hydroxy-6-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-11H-indeno[1,2-c]quinolin-11-one O-2-(pyrrolidin-1-yl)ethyl oxime
• CAS No.: 1352167-58-8
• Molecular Formula: C₃₄H₃₆N₄O₃
• Molecular Weight: 548.685

Synonyms:(E)-9-hydroxy-6-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-11H-indeno[1,2-c]quinolin-11-one O-2-(pyrrolidin-1-yl)ethyl oxime

Chemical Property of (E)-9-hydroxy-6-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-11H-indeno[1,2-c]quinolin-11-one O-2-(pyrrolidin-1-yl)ethyl oxime

Chemical Property:

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Technology Process of (E)-9-hydroxy-6-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-11H-indeno[1,2-c]quinolin-11-one O-2-(pyrrolidin-1-yl)ethyl oxime

There total 2 articles about (E)-9-hydroxy-6-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-11H-indeno[1,2-c]quinolin-11-one O-2-(pyrrolidin-1-yl)ethyl oxime 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: 24.0%

N-(2-chloroethyl)-pyrrolidine (5050-41-9) + 9-hydroxy-6-(4-hydroxyphenyl)-11H-indeno[1,2-c]quinolin-11-one oxime hydrochloride → (E)-9-hydroxy-6-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-11H-indeno[1,2-c]quinolin-11-one O-2-(pyrrolidin-1-yl)ethyl oxime (1352167-58-8) + (E)-9-hydroxy-6-(4-hydroxyphenyl)-11H-indeno[1,2-c]quinolin-11-one O-2-(pyrrolidin-1-yl)ethyl oxime hydrochloride + (E)-6-(4-hydroxyphenyl)-9-[2-(pyrrolidin-1-yl)ethoxy]-11H-indeno[1,2-c]quinolin-11-one O-2-(pyrrolidin-1-yl)ethyl oxime hydrochloride

Guidance literature:

9-hydroxy-6-(4-hydroxyphenyl)-11H-indeno[1,2-c]quinolin-11-one oxime hydrochloride; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 1h;

N-(2-chloroethyl)-pyrrolidine; In N,N-dimethyl-formamide; mineral oil; at 80 ℃; for 0.416667h;

DOI:10.1016/j.bmc.2011.10.014

Reference yield:

9-hydroxy-6-(4-hydroxyphenyl)-11H-indeno[1,2-c]quinolin-11-one (1198747-72-6) → (E)-9-hydroxy-6-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-11H-indeno[1,2-c]quinolin-11-one O-2-(pyrrolidin-1-yl)ethyl oxime (1352167-58-8) + (E)-9-hydroxy-6-(4-hydroxyphenyl)-11H-indeno[1,2-c]quinolin-11-one O-2-(pyrrolidin-1-yl)ethyl oxime hydrochloride + (E)-6-(4-hydroxyphenyl)-9-[2-(pyrrolidin-1-yl)ethoxy]-11H-indeno[1,2-c]quinolin-11-one O-2-(pyrrolidin-1-yl)ethyl oxime hydrochloride

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydroxylamine hydrochloride / 2-ethoxy-ethanol / 3 h / Reflux

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C

2.2: 0.42 h / 80 °C

With hydroxylamine hydrochloride; sodium hydride; In 2-ethoxy-ethanol; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.bmc.2011.10.014

upstream raw materials:

N-(2-chloroethyl)-pyrrolidine

9-hydroxy-6-(4-hydroxyphenyl)-11H-indeno[1,2-c]quinolin-11-one

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