1-(1-(3-methoxyphenyl)-7-propoxyindolizin-3-yl)ethanone

Base Information

• Chemical Name: 1-(1-(3-methoxyphenyl)-7-propoxyindolizin-3-yl)ethanone
• CAS No.: 1693766-04-9
• Molecular Formula: C20H21NO3
• Molecular Weight: 323.39
• Mol file: 1693766-04-9.mol

Synonyms:1-(1-(3-methoxyphenyl)-7-propoxyindolizin-3-yl)ethanone

Chemical Property of 1-(1-(3-methoxyphenyl)-7-propoxyindolizin-3-yl)ethanone

Chemical Property:

• PSA: 39.94000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 4.60630

Purity/Quality:

97% ^*data from raw suppliers

GSK8573 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(1-(3-methoxyphenyl)-7-propoxyindolizin-3-yl)ethanone

There total 6 articles about 1-(1-(3-methoxyphenyl)-7-propoxyindolizin-3-yl)ethanone 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:

3-methoxyphenylboronic acid (10365-98-7,1107579-37-2) + 1-(1-bromo-7-propoxyindolizin-3-yl)ethanone → 1-(1-(3-methoxyphenyl)-7-propoxyindolizin-3-yl)ethanone (1693766-04-9)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In 1,4-dioxane; water; at 100 ℃; for 0.1h; Microwave irradiation; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.jmedchem.5b00209

Reference yield:

4-chlorpyridine hydrochloride (7379-35-3) → 1-(1-(3-methoxyphenyl)-7-propoxyindolizin-3-yl)ethanone (1693766-04-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydroxide / dimethyl sulfoxide / 0.5 h / 20 °C

1.2: 72 h / 80 °C

2.1: ethyl acetate / 20 °C

3.1: triethylamine; manganese(IV) oxide / N,N-dimethyl-formamide / 3 h / 90 °C

4.1: sodium hydroxide / methanol; water; tetrahydrofuran / 72 h / 20 °C

4.2: pH 1

5.1: sodium hydrogencarbonate; N-Bromosuccinimide / N,N-dimethyl-formamide / 0 - 20 °C

6.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / water; 1,4-dioxane / 0.1 h / 100 °C / Microwave irradiation; Inert atmosphere; Sealed tube

With manganese(IV) oxide; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate; potassium carbonate; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; 6.1: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.5b00209

Reference yield:

4-propoxypyridine (75124-98-0) → 1-(1-(3-methoxyphenyl)-7-propoxyindolizin-3-yl)ethanone (1693766-04-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: ethyl acetate / 20 °C

2.1: triethylamine; manganese(IV) oxide / N,N-dimethyl-formamide / 3 h / 90 °C

3.1: sodium hydroxide / methanol; water; tetrahydrofuran / 72 h / 20 °C

3.2: pH 1

4.1: sodium hydrogencarbonate; N-Bromosuccinimide / N,N-dimethyl-formamide / 0 - 20 °C

5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / water; 1,4-dioxane / 0.1 h / 100 °C / Microwave irradiation; Inert atmosphere; Sealed tube

With manganese(IV) oxide; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate; potassium carbonate; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate; N,N-dimethyl-formamide; 5.1: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.5b00209

upstream raw materials:

4-chlorpyridine hydrochloride

4-propoxypyridine

3-methoxyphenylboronic acid