2-[2-hydroxy-3-(4-phenylpiperazin-1-yl)propyl]-1,2-dihydropyrrolo[3,4-b]quinolin-3-one

Base Information

• Chemical Name: 2-[2-hydroxy-3-(4-phenylpiperazin-1-yl)propyl]-1,2-dihydropyrrolo[3,4-b]quinolin-3-one
• CAS No.: 1309889-84-6
• Molecular Formula: C₂₄H₂₆N₄O₂
• Molecular Weight: 402.496
• Mol file: 1309889-84-6.mol

Synonyms:2-[2-hydroxy-3-(4-phenylpiperazin-1-yl)propyl]-1,2-dihydropyrrolo[3,4-b]quinolin-3-one

Chemical Property of 2-[2-hydroxy-3-(4-phenylpiperazin-1-yl)propyl]-1,2-dihydropyrrolo[3,4-b]quinolin-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2-hydroxy-3-(4-phenylpiperazin-1-yl)propyl]-1,2-dihydropyrrolo[3,4-b]quinolin-3-one

There total 6 articles about 2-[2-hydroxy-3-(4-phenylpiperazin-1-yl)propyl]-1,2-dihydropyrrolo[3,4-b]quinolin-3-one 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: 71.0%

4-phenyl-1-piperazine (92-54-6) + 2-(oxiran-2-ylmethyl)-1H-pyrrolo[3,4-b]quinolin-3(2H)-one (1309889-86-8) → 2-[2-hydroxy-3-(4-phenylpiperazin-1-yl)propyl]-1,2-dihydropyrrolo[3,4-b]quinolin-3-one (1309889-84-6)

Guidance literature:

In methanol; at 50 ℃; for 12h;

DOI:10.1016/j.ejmech.2011.02.069

Reference yield:

2-(2,3-dihydroxypropyl)-1H-pyrrolo[3,4-b]quinolin-3(2H)-one (1309889-85-7) → 2-[2-hydroxy-3-(4-phenylpiperazin-1-yl)propyl]-1,2-dihydropyrrolo[3,4-b]quinolin-3-one (1309889-84-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Trimethyl orthoacetate; chloro-trimethyl-silane / dichloromethane / 1 h / 0 °C

1.2: 2 h / 20 °C

2.1: methanol / 12 h / 50 °C

With Trimethyl orthoacetate; chloro-trimethyl-silane; In methanol; dichloromethane;

DOI:10.1016/j.ejmech.2011.02.069

Reference yield:

ethyl 3-(prop-2-en-1-ylamino)propanoate (44981-87-5) → 2-[2-hydroxy-3-(4-phenylpiperazin-1-yl)propyl]-1,2-dihydropyrrolo[3,4-b]quinolin-3-one (1309889-84-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium methylate / diethyl ether / 2 h / Reflux

1.2: Heating

2.1: hydrogenchloride; water / 2 h / Reflux

3.1: toluene-4-sulfonic acid / toluene / 12 h / Azeotropic water removal

4.1: AD-mix-β / water; tert-butyl alcohol / 20 h / 0 - 3 °C

5.1: Trimethyl orthoacetate; chloro-trimethyl-silane / dichloromethane / 1 h / 0 °C

5.2: 2 h / 20 °C

6.1: methanol / 12 h / 50 °C

With hydrogenchloride; Trimethyl orthoacetate; chloro-trimethyl-silane; AD-mix-β; water; sodium methylate; toluene-4-sulfonic acid; In methanol; diethyl ether; dichloromethane; water; toluene; tert-butyl alcohol; 3.1: Friedlaender synthesis / 4.1: Sharpless dihydroxylation;

DOI:10.1016/j.ejmech.2011.02.069

upstream raw materials:

2-(2,3-dihydroxypropyl)-1H-pyrrolo[3,4-b]quinolin-3(2H)-one

4-phenyl-1-piperazine

2-(oxiran-2-ylmethyl)-1H-pyrrolo[3,4-b]quinolin-3(2H)-one

ethyl 3-(prop-2-en-1-ylamino)propanoate

Downstream raw materials:

C₂₄H₂₆N₄O₂

C₂₆H₂₈N₄O₃