4-Azido-3-chloro-1-cyclohexyl-5-methoxy-5-phenylethynyl-1,5-dihydro-pyrrol-2-one

Base Information

• Chemical Name: 4-Azido-3-chloro-1-cyclohexyl-5-methoxy-5-phenylethynyl-1,5-dihydro-pyrrol-2-one
• CAS No.: 86900-93-8
• Molecular Formula: C₁₉H₁₉ClN₄O₂
• Molecular Weight: 370.838

Synonyms:4-Azido-3-chloro-1-cyclohexyl-5-methoxy-5-phenylethynyl-1,5-dihydro-pyrrol-2-one

Chemical Property of 4-Azido-3-chloro-1-cyclohexyl-5-methoxy-5-phenylethynyl-1,5-dihydro-pyrrol-2-one

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Technology Process of 4-Azido-3-chloro-1-cyclohexyl-5-methoxy-5-phenylethynyl-1,5-dihydro-pyrrol-2-one

There total 2 articles about 4-Azido-3-chloro-1-cyclohexyl-5-methoxy-5-phenylethynyl-1,5-dihydro-pyrrol-2-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:

3,4-Dichloro-1-cyclohexyl-5-methoxy-5-phenylethynyl-1,5-dihydro-pyrrol-2-one (86900-90-5) → 4-Azido-3-chloro-1-cyclohexyl-5-methoxy-5-phenylethynyl-1,5-dihydro-pyrrol-2-one (86900-93-8)

Guidance literature:

With potassium azide; 18-crown-6 ether; In acetonitrile; for 240h; Yield given;

DOI:10.1021/jo00167a056

Reference yield:

3,4-Dichloro-N-cyclohexyldichloromaleimide (50343-26-5) → 4-Azido-3-chloro-1-cyclohexyl-5-methoxy-5-phenylethynyl-1,5-dihydro-pyrrol-2-one (86900-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) K₂CO₃ / 1.) THF, -78 deg C, 2.) acetone

2: KN₃, 18-crown-6 / acetonitrile / 240 h

With potassium azide; 18-crown-6 ether; potassium carbonate; In acetonitrile;

DOI:10.1021/jo00167a056

Reference yield: 87.0%

4-Azido-3-chloro-1-cyclohexyl-5-methoxy-5-phenylethynyl-1,5-dihydro-pyrrol-2-one (86900-93-8) → 3-Chloro-1-cyclohexyl-2-methoxy-4-oxo-2-phenylethynyl-azetidine-3-carbonitrile (344553-54-4)

Guidance literature:

In benzene; at 80 ℃;

DOI:10.1021/jo00167a056

upstream raw materials:

3,4-Dichloro-1-cyclohexyl-5-methoxy-5-phenylethynyl-1,5-dihydro-pyrrol-2-one

3,4-Dichloro-N-cyclohexyldichloromaleimide

Downstream raw materials:

4-Amino-3-chloro-1-cyclohexyl-5-methoxy-5-phenylethynyl-1,5-dihydro-pyrrol-2-one

3-Chloro-1-cyclohexyl-2-methoxy-4-oxo-2-phenylethynyl-azetidine-3-carbonitrile

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