Acetic acid 2-{5-[3-(4-fluoro-phenoxy)-benzyl]-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy}-ethyl ester

Base Information

• Chemical Name: Acetic acid 2-{5-[3-(4-fluoro-phenoxy)-benzyl]-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy}-ethyl ester
• CAS No.: 156176-31-7
• Molecular Formula: C₂₂H₂₁FN₂O₆
• Molecular Weight: 428.417
• Mol file: 156176-31-7.mol

Synonyms:Acetic acid 2-{5-[3-(4-fluoro-phenoxy)-benzyl]-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy}-ethyl ester

Chemical Property of Acetic acid 2-{5-[3-(4-fluoro-phenoxy)-benzyl]-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy}-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid 2-{5-[3-(4-fluoro-phenoxy)-benzyl]-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy}-ethyl ester

There total 6 articles about Acetic acid 2-{5-[3-(4-fluoro-phenoxy)-benzyl]-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy}-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:

4-Fluorophenol (371-41-5) → Acetic acid 2-{5-[3-(4-fluoro-phenoxy)-benzyl]-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy}-ethyl ester (156176-31-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) NaOMe / 1.) MeOH, RT, 3 h, 2.) N-methyl-2-pyrrolidinone, 180 deg C, 24 h

2: 84 percent / Et₃N, Pd(OAc)2, tri-o-tolylphosphine / acetonitrile / 5 h / 100 °C

3: 90 percent / H₂ / PtO₂ / ethanol / 6 h / 1551.4 Torr

4: 1.) potassium tert-butoxide / 1.) Et₂O, THF, RT, 18 h, 2.) 2-propanol, reflux, 5 h

5: 92 percent / 20percent aq. chloroacetic acid, gl. AcOH / 6 h / Heating

6: 1.) bis(trimethylsilyl)acetamide / 1.) dichloroethane, reflux, 1 h, 2.) dichloroethane, acetonitrile, RT, 18 h

With palladium diacetate; potassium tert-butylate; hydrogen; sodium methylate; acetic acid; bis-(trimethylsilyl)acetamide; triethylamine; chloroacetic acid; tris-(o-tolyl)phosphine; platinum(IV) oxide; In ethanol; acetonitrile;

DOI:10.1021/jm960688j

Reference yield:

3-fluorobromobenzene (1073-06-9) → Acetic acid 2-{5-[3-(4-fluoro-phenoxy)-benzyl]-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy}-ethyl ester (156176-31-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) NaOMe / 1.) MeOH, RT, 3 h, 2.) N-methyl-2-pyrrolidinone, 180 deg C, 24 h

2: 84 percent / Et₃N, Pd(OAc)2, tri-o-tolylphosphine / acetonitrile / 5 h / 100 °C

3: 90 percent / H₂ / PtO₂ / ethanol / 6 h / 1551.4 Torr

4: 1.) potassium tert-butoxide / 1.) Et₂O, THF, RT, 18 h, 2.) 2-propanol, reflux, 5 h

5: 92 percent / 20percent aq. chloroacetic acid, gl. AcOH / 6 h / Heating

6: 1.) bis(trimethylsilyl)acetamide / 1.) dichloroethane, reflux, 1 h, 2.) dichloroethane, acetonitrile, RT, 18 h

With palladium diacetate; potassium tert-butylate; hydrogen; sodium methylate; acetic acid; bis-(trimethylsilyl)acetamide; triethylamine; chloroacetic acid; tris-(o-tolyl)phosphine; platinum(IV) oxide; In ethanol; acetonitrile;

DOI:10.1021/jm960688j

Reference yield:

1-bromo-3-(4-fluorophenoxy)benzene (50904-38-6) → Acetic acid 2-{5-[3-(4-fluoro-phenoxy)-benzyl]-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethoxy}-ethyl ester (156176-31-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / Et₃N, Pd(OAc)2, tri-o-tolylphosphine / acetonitrile / 5 h / 100 °C

2: 90 percent / H₂ / PtO₂ / ethanol / 6 h / 1551.4 Torr

3: 1.) potassium tert-butoxide / 1.) Et₂O, THF, RT, 18 h, 2.) 2-propanol, reflux, 5 h

4: 92 percent / 20percent aq. chloroacetic acid, gl. AcOH / 6 h / Heating

5: 1.) bis(trimethylsilyl)acetamide / 1.) dichloroethane, reflux, 1 h, 2.) dichloroethane, acetonitrile, RT, 18 h

With palladium diacetate; potassium tert-butylate; hydrogen; acetic acid; bis-(trimethylsilyl)acetamide; triethylamine; chloroacetic acid; tris-(o-tolyl)phosphine; platinum(IV) oxide; In ethanol; acetonitrile;

DOI:10.1021/jm960688j

upstream raw materials:

2-acetoxyethoxymethyl bromide

5-[3-(4-Fluoro-phenoxy)-benzyl]-1H-pyrimidine-2,4-dione

4-Fluorophenol

3-fluorobromobenzene