N-[3-fluoro-4-[[6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyrimidine-2-carboxamide

Base Information

• Chemical Name: N-[3-fluoro-4-[[6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyrimidine-2-carboxamide
• CAS No.: 1491142-31-4
• Molecular Formula: C₃₆H₃₇FN₆O₄
• Molecular Weight: 636.726
• Mol file: 1491142-31-4.mol

Synonyms:N-[3-fluoro-4-[[6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyrimidine-2-carboxamide

Chemical Property of N-[3-fluoro-4-[[6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyrimidine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[3-fluoro-4-[[6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyrimidine-2-carboxamide

There total 15 articles about N-[3-fluoro-4-[[6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyrimidine-2-carboxamide 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: 63.0%

3-fluoro-4-{6-methoxy-7-[3-(4-methylpiperazin-1-yl)propoxy]quinolin-4-yloxy}phenylamine (960299-67-6) + C12H9ClN2O → N-[3-fluoro-4-[[6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyrimidine-2-carboxamide (1491142-31-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; Cooling with ice;

DOI:10.1016/j.ejmech.2013.08.019

Reference yield:

(E)-3-(dimethylamino)-1-p-tolylprop-2-en-1-one (18103-98-5) → N-[3-fluoro-4-[[6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyrimidine-2-carboxamide (1491142-31-4)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium ethanolate / ethanol / 70 °C

2: sulfuric acid; dihydrogen peroxide; ferrous(II) sulfate heptahydrate / 0 - 15 °C

3: sulfuric acid / 100 °C

4: thionyl chloride / 6 h / Reflux

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Cooling with ice

With ferrous(II) sulfate heptahydrate; thionyl chloride; sulfuric acid; dihydrogen peroxide; sodium ethanolate; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane;

DOI:10.1016/j.ejmech.2013.08.019

Reference yield:

4-(4-methylphenyl)pyrimidine (99984-58-4) → N-[3-fluoro-4-[[6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]quinoline-4-yl]oxy]phenyl]-4-(4-methylphenyl)pyrimidine-2-carboxamide (1491142-31-4)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid; dihydrogen peroxide; ferrous(II) sulfate heptahydrate / 0 - 15 °C

2: sulfuric acid / 100 °C

3: thionyl chloride / 6 h / Reflux

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Cooling with ice

With ferrous(II) sulfate heptahydrate; thionyl chloride; sulfuric acid; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/j.ejmech.2013.08.019

upstream raw materials:

(E)-3-(dimethylamino)-1-p-tolylprop-2-en-1-one

4-(4-methylphenyl)pyrimidine

4-p-tolylpyrimidine-2-carboxamide

4-p-tolylpyrimidine-2-carboxylic acid