5-chloro-6-(4-fluoro-benzyloxy)-2-methyl-3-(2-methyl-5-propynoyl-phenyl)-3H-pyrimidin-4-one

Base Information

• Chemical Name: 5-chloro-6-(4-fluoro-benzyloxy)-2-methyl-3-(2-methyl-5-propynoyl-phenyl)-3H-pyrimidin-4-one
• CAS No.: 1442452-06-3
• Molecular Formula: C₂₂H₁₆ClFN₂O₃
• Molecular Weight: 410.832
• Mol file: 1442452-06-3.mol

Synonyms:5-chloro-6-(4-fluoro-benzyloxy)-2-methyl-3-(2-methyl-5-propynoyl-phenyl)-3H-pyrimidin-4-one

Chemical Property of 5-chloro-6-(4-fluoro-benzyloxy)-2-methyl-3-(2-methyl-5-propynoyl-phenyl)-3H-pyrimidin-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-chloro-6-(4-fluoro-benzyloxy)-2-methyl-3-(2-methyl-5-propynoyl-phenyl)-3H-pyrimidin-4-one

There total 7 articles about 5-chloro-6-(4-fluoro-benzyloxy)-2-methyl-3-(2-methyl-5-propynoyl-phenyl)-3H-pyrimidin-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: 17.0%

3-[5-chloro-4-(4-fluoro-benzyloxy)-2-methyl-6-oxo-6H-pyrimidin-1-yl]-N-methoxy-4,N-dimethyl-benzamide (1442452-05-2) + acetylenemagnesium bromide (4301-14-8) → 5-chloro-6-(4-fluoro-benzyloxy)-2-methyl-3-(2-methyl-5-propynoyl-phenyl)-3H-pyrimidin-4-one (1442452-06-3)

Guidance literature:

In tetrahydrofuran; for 0.5h; Cooling with ice;

Reference yield:

3-[5-chloro-4-(4-fluoro-benzyloxy)-2-methyl-6-oxo-6H-pyrimidin-1-yl]-4-methyl-benzoic acid methyl ester (1442452-04-1) → 5-chloro-6-(4-fluoro-benzyloxy)-2-methyl-3-(2-methyl-5-propynoyl-phenyl)-3H-pyrimidin-4-one (1442452-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / tetrahydrofuran / 18 h / 20 °C

1.2: 1 h / 20 °C

1.3: 18 h

2.1: tetrahydrofuran / 0.5 h / Cooling with ice

With sodium hydroxide; In tetrahydrofuran;

Reference yield:

3-(4-hydroxy-2-methyl-6-oxo-6H-pyrimidin-1-yl)-4-methyl-benzoic acid methyl ester (1442451-93-5) → 5-chloro-6-(4-fluoro-benzyloxy)-2-methyl-3-(2-methyl-5-propynoyl-phenyl)-3H-pyrimidin-4-one (1442452-06-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate; 18-crown-6 ether / N,N-dimethyl-formamide / 2 h / 60 °C

2.1: N-chloro-succinimide; dichloro-acetic acid / isopropyl alcohol / 3 h / 20 - 30 °C

3.1: potassium carbonate; 18-crown-6 ether / N,N-dimethyl-formamide / 2 h / 20 °C

4.1: sodium hydroxide / tetrahydrofuran / 18 h / 20 °C

4.2: 1 h / 20 °C

4.3: 18 h

5.1: tetrahydrofuran / 0.5 h / Cooling with ice

With dichloro-acetic acid; N-chloro-succinimide; 18-crown-6 ether; potassium carbonate; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

3-[5-chloro-4-(4-fluoro-benzyloxy)-2-methyl-6-oxo-6H-pyrimidin-1-yl]-4-methyl-benzoic acid methyl ester

3-(4-hydroxy-2-methyl-6-oxo-6H-pyrimidin-1-yl)-4-methyl-benzoic acid methyl ester

3-[4-(4-methoxy-benzyloxy)-2-methyl-6-oxo-6H-pyrimidin-1-yl]-4-methyl-benzoic acid methyl ester

3-[5-chloro-4-(4-methoxy-benzyloxy)-2-methyl-6-oxo-6H-pyrimidin-1-yl]-4-methyl-benzoic acid methyl ester

Downstream raw materials:

5-chloro-6-((4-fluorobenzyl)oxy)-3-(5-(2-(2-hydroxypropan-2-yl)pyrimidin-4-yl)-2-methylphenyl)-2-methylpyrimidin-4(3H)-one