{5-[3-(4-pyrimidin-5-yl-phenoxy)-propoxy]-indan-1-yl}-acetic acid ethyl ester

Base Information

• Chemical Name: {5-[3-(4-pyrimidin-5-yl-phenoxy)-propoxy]-indan-1-yl}-acetic acid ethyl ester
• CAS No.: 1026414-30-1
• Molecular Formula: C₂₆H₂₈N₂O₄
• Molecular Weight: 432.519
• Mol file: 1026414-30-1.mol

Synonyms:{5-[3-(4-pyrimidin-5-yl-phenoxy)-propoxy]-indan-1-yl}-acetic acid ethyl ester

Chemical Property of {5-[3-(4-pyrimidin-5-yl-phenoxy)-propoxy]-indan-1-yl}-acetic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {5-[3-(4-pyrimidin-5-yl-phenoxy)-propoxy]-indan-1-yl}-acetic acid ethyl ester

There total 8 articles about {5-[3-(4-pyrimidin-5-yl-phenoxy)-propoxy]-indan-1-yl}-acetic acid ethyl ester 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:

ethyl {(1S)-5-[3-(4-iodophenoxy)propoxy]-2,3-dihydro-1H-inden-1-yl}acetate (724466-73-3) + pyrimidine 5-boronic acid (109299-78-7) → {5-[3-(4-pyrimidin-5-yl-phenoxy)-propoxy]-indan-1-yl}-acetic acid ethyl ester (1026414-30-1)

Guidance literature:

With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; toluene; at 75 ℃; for 48h;

DOI:10.1021/jm061299k

Reference yield:

[(1S)-5-methoxy-2,3-dihydro-1H-inden-1-yl]acetic acid (496061-78-0) → {5-[3-(4-pyrimidin-5-yl-phenoxy)-propoxy]-indan-1-yl}-acetic acid ethyl ester (1026414-30-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / chlorotrimethylsilane / 12 h / 20 °C

2: 96 percent / AlCl₃; EtSH / CH₂Cl₂ / 2.5 h / 10 °C

3: Cs₂CO₃ / dimethylformamide / 14 h / 20 - 80 °C

4: 22 percent / Cs₂CO₃ / dimethylformamide / 16 h / 20 °C

5: aq. Na₂CO₃ / PdCl₂(dppf)*CH₂Cl₂ / toluene; dioxane / 48 h / 75 °C

With chloro-trimethyl-silane; aluminium trichloride; sodium carbonate; caesium carbonate; ethanethiol; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene; 5: Suzuki coupling;

DOI:10.1021/jm061299k

Reference yield:

ethyl [(1S)-5-methoxy-2,3-dihydro-1H-inden-1-yl]acetate (496061-79-1) → {5-[3-(4-pyrimidin-5-yl-phenoxy)-propoxy]-indan-1-yl}-acetic acid ethyl ester (1026414-30-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / AlCl₃; EtSH / CH₂Cl₂ / 2.5 h / 10 °C

2: Cs₂CO₃ / dimethylformamide / 14 h / 20 - 80 °C

3: 22 percent / Cs₂CO₃ / dimethylformamide / 16 h / 20 °C

4: aq. Na₂CO₃ / PdCl₂(dppf)*CH₂Cl₂ / toluene; dioxane / 48 h / 75 °C

With aluminium trichloride; sodium carbonate; caesium carbonate; ethanethiol; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene; 4: Suzuki coupling;

DOI:10.1021/jm061299k

upstream raw materials:

ethyl {(1S)-5-[3-(4-iodophenoxy)propoxy]-2,3-dihydro-1H-inden-1-yl}acetate

pyrimidine 5-boronic acid

[(1S)-5-methoxy-2,3-dihydro-1H-inden-1-yl]acetic acid

ethyl [(1S)-5-methoxy-2,3-dihydro-1H-inden-1-yl]acetate