8-(1-((3,5-difluorophenyl)(methyl)amino)ethyl)-2-morpholino-6-(pyrrolidine-1-carbonyl)-4H-chromen-4-one

Base Information

• Chemical Name: 8-(1-((3,5-difluorophenyl)(methyl)amino)ethyl)-2-morpholino-6-(pyrrolidine-1-carbonyl)-4H-chromen-4-one
• CAS No.: 1296271-14-1
• Molecular Formula: C₂₇H₂₉F₂N₃O₄
• Molecular Weight: 497.542
• Mol file: 1296271-14-1.mol

Synonyms:8-(1-((3,5-difluorophenyl)(methyl)amino)ethyl)-2-morpholino-6-(pyrrolidine-1-carbonyl)-4H-chromen-4-one

Chemical Property of 8-(1-((3,5-difluorophenyl)(methyl)amino)ethyl)-2-morpholino-6-(pyrrolidine-1-carbonyl)-4H-chromen-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-(1-((3,5-difluorophenyl)(methyl)amino)ethyl)-2-morpholino-6-(pyrrolidine-1-carbonyl)-4H-chromen-4-one

There total 16 articles about 8-(1-((3,5-difluorophenyl)(methyl)amino)ethyl)-2-morpholino-6-(pyrrolidine-1-carbonyl)-4H-chromen-4-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: 60.0%

8-(1-bromoethyl)-2-morpholino-6-(pyrrolidine-1-carbonyl)-4H-chromen-4-one hydrobromide (1296271-54-9) + 3,5-difluoro-N-methylbenzenamine (470458-51-6) → 8-(1-((3,5-difluorophenyl)(methyl)amino)ethyl)-2-morpholino-6-(pyrrolidine-1-carbonyl)-4H-chromen-4-one (1296271-14-1)

Guidance literature:

With potassium iodide; In methanol; chloroform; at 20 ℃; for 25h;

Reference yield: 60.0%

8-(1-bromoethyl)-2-morpholino-6-(pyrrolidine-1-carbonyl)-4H-chromen-4-one hydrobromide + 3,5-difluoro-N-methylbenzenamine (470458-51-6) → 8-(1-((3,5-difluorophenyl)(methyl)amino)ethyl)-2-morpholino-6-(pyrrolidine-1-carbonyl)-4H-chromen-4-one (1296271-14-1)

Guidance literature:

With potassium iodide; In methanol; chloroform; at 20 ℃; for 25h;

Reference yield:

methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) → 8-(1-((3,5-difluorophenyl)(methyl)amino)ethyl)-2-morpholino-6-(pyrrolidine-1-carbonyl)-4H-chromen-4-one (1296271-14-1)

Guidance literature:

Multi-step reaction with 11 steps

1.1: bromine / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: pyridine / dichloromethane / 20 °C / Inert atmosphere

3.1: aluminum (III) chloride / 3 h / 140 °C / Neat (no solvent)

3.2: 20 °C

4.1: boron trifluoride diethyl etherate / toluene / 20 °C / Inert atmosphere

4.2: 12 h / 90 °C

4.3: 2 h / 50 °C

5.1: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 90 °C / Inert atmosphere

5.2: 0.5 h / 45 °C

6.1: sodium tetrahydroborate; methanol / 0.33 h / -15 °C

7.1: sodium hydroxide; water / 1.25 h / -15 - 20 °C

7.2: 20 °C / pH 2 - 3

8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 25 °C / Inert atmosphere

9.1: dichloromethane / 25 °C

10.1: phosphorus tribromide / 1,2-dichloro-ethane / 10 - 50 °C / Inert atmosphere

11.1: potassium iodide / chloroform; methanol / 25 h / 20 °C

With pyridine; methanol; sodium tetrahydroborate; boron trifluoride diethyl etherate; water; bromine; phosphorus tribromide; N-ethyl-N,N-diisopropylamine; potassium iodide; sodium hydroxide; aluminum (III) chloride; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; methanol; dichloromethane; chloroform; 1,2-dichloro-ethane; toluene; 3.1: Friedel Crafts Acylation / 5.1: Stille Coupling;

upstream raw materials:

8-(1-bromoethyl)-2-morpholino-6-(pyrrolidine-1-carbonyl)-4H-chromen-4-one hydrobromide

3,5-difluoro-N-methylbenzenamine

methyl 4-hydroxylbenzoate

methyl 3-bromo-4-hydroxybenzoate