ethyl 5-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}oxazol-4-carboxylate

Base Information

• Chemical Name: ethyl 5-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}oxazol-4-carboxylate
• CAS No.: 203940-19-6
• Molecular Formula: C₂₃H₁₇ClN₂O₃
• Molecular Weight: 404.853
• Mol file: 203940-19-6.mol

Synonyms:ethyl 5-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}oxazol-4-carboxylate

Chemical Property of ethyl 5-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}oxazol-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}oxazol-4-carboxylate

There total 4 articles about ethyl 5-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}oxazol-4-carboxylate 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: 93.0%

Ethyl isocyanoacetate (2999-46-4) + 3-[(E)-2-(7-chloro-2-quinolyl)vinyl]benzoic acid (203940-18-5) → ethyl 5-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}oxazol-4-carboxylate (203940-19-6)

Guidance literature:

With diphenylphosphoranyl azide; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

DOI:10.1248/cpb.54.603

Reference yield:

methyl 3-[(E)-2-(7-chloro-2-quinolyl)vinyl]benzoate (203940-17-4) → ethyl 5-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}oxazol-4-carboxylate (203940-19-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / tetrahydrofuran; methanol / 3 h / 40 °C

2: 93 percent / K₂CO₃*1.5H₂O; diphenylphosphoryl azide / dimethylformamide / 20 h / 20 °C

With sodium hydroxide; diphenylphosphoranyl azide; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.54.603

Reference yield:

2-methyl-7-chloroquinoline (4965-33-7) → ethyl 5-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}oxazol-4-carboxylate (203940-19-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 4.65 g / acetic anhydride / xylene / 8 h / Heating

2: aq. NaOH / tetrahydrofuran; methanol / 3 h / 40 °C

3: 93 percent / K₂CO₃*1.5H₂O; diphenylphosphoryl azide / dimethylformamide / 20 h / 20 °C

With sodium hydroxide; diphenylphosphoranyl azide; acetic anhydride; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; xylene;

DOI:10.1248/cpb.54.603

upstream raw materials:

Ethyl isocyanoacetate

3-[(E)-2-(7-chloro-2-quinolyl)vinyl]benzoic acid

methyl 3-[(E)-2-(7-chloro-2-quinolyl)vinyl]benzoate

2-methyl-7-chloroquinoline

Downstream raw materials:

(+/-)-2-amino-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethanol

(+/-)-methyl 3-[(2-{4-chlorophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]propanoate

(+/-)-methyl 4-{[(2-{phenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]methyl}benzoate

(+/-)-methyl 4-[(2-{4-chlorophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]-3,3-dimethylbutyrate