N¹,N³-bis(4-(2-oxo-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-3-yl)phenyl)malonamide

Base Information

• Chemical Name: N¹,N³-bis(4-(2-oxo-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-3-yl)phenyl)malonamide
• CAS No.: 1613152-69-4
• Molecular Formula: C₅₇H₅₂N₄O₈
• Molecular Weight: 921.062

Synonyms:N¹,N³-bis(4-(2-oxo-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-3-yl)phenyl)malonamide

Chemical Property of N¹,N³-bis(4-(2-oxo-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-3-yl)phenyl)malonamide

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Technology Process of N¹,N³-bis(4-(2-oxo-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-3-yl)phenyl)malonamide

There total 8 articles about N¹,N³-bis(4-(2-oxo-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-3-yl)phenyl)malonamide 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: 86.0%

malonic acid (141-82-2) + 3-(4-aminophenyl)-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-2-one (1613152-67-2) → N1,N3-bis(4-(2-oxo-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-3-yl)phenyl)malonamide (1613152-69-4)

Guidance literature:

malonic acid; 3-(4-aminophenyl)-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-2-one; With HATU; In N,N-dimethyl-formamide; at 20 ℃;

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmcl.2014.04.106

Reference yield: 58.0%

malonic acid (141-82-2) + 3-(4-aminophenyl)-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-2-one (1613152-67-2) → N-(4-(2-oxo-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-3-yl)phenyl)acetamide (1613152-65-0) + N1,N3-bis(4-(2-oxo-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-3-yl)phenyl)malonamide (1613152-69-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmcl.2014.04.106

Reference yield:

(2-hydroxyphenyl)(4-methoxyphenyl)methanone (18733-07-8) → N1,N3-bis(4-(2-oxo-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-3-yl)phenyl)malonamide (1613152-69-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / Reflux

2.1: boron tribromide / dichloromethane / 1 h

3.1: potassium carbonate / acetone / Reflux

4.1: silver nitrate / tetrahydrofuran / 0.25 h / 125 °C / Microwave irradiation; Sealed tube

5.1: hydrogenchloride / water; ethanol / Reflux

6.1: HATU / N,N-dimethyl-formamide / 20 °C

6.2: 20 °C

With hydrogenchloride; boron tribromide; potassium carbonate; silver nitrate; HATU; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; 1.1: |Perkin Coumarin Rearrangement;

DOI:10.1016/j.bmcl.2014.04.106

upstream raw materials:

4-aminophenylacetic acid

(2-hydroxyphenyl)(4-methoxyphenyl)methanone

malonic acid

3-(4-aminophenyl)-4-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)-2H-chromen-2-one

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