ethyl 6-[(2-amino-2-oxoethyl)thio]-4-(4-bromophenyl)-5-cyano-2-phenylnicotinate

Base Information

• Chemical Name: ethyl 6-[(2-amino-2-oxoethyl)thio]-4-(4-bromophenyl)-5-cyano-2-phenylnicotinate
• CAS No.: 1315280-96-6
• Molecular Formula: C₂₃H₁₈BrN₃O₃S
• Molecular Weight: 496.384

Synonyms:ethyl 6-[(2-amino-2-oxoethyl)thio]-4-(4-bromophenyl)-5-cyano-2-phenylnicotinate

Chemical Property of ethyl 6-[(2-amino-2-oxoethyl)thio]-4-(4-bromophenyl)-5-cyano-2-phenylnicotinate

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Technology Process of ethyl 6-[(2-amino-2-oxoethyl)thio]-4-(4-bromophenyl)-5-cyano-2-phenylnicotinate

There total 3 articles about ethyl 6-[(2-amino-2-oxoethyl)thio]-4-(4-bromophenyl)-5-cyano-2-phenylnicotinate 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: 70.0%

ethyl 4-(4-bromophenyl)-5-cyano-2-phenyl-6-thioxo-1,6-dihydropyridine-3-carboxylate (1315280-85-3) + Chloroacetamide (79-07-2) → ethyl 6-[(2-amino-2-oxoethyl)thio]-4-(4-bromophenyl)-5-cyano-2-phenylnicotinate (1315280-96-6)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1080/17415993.2011.576345

Reference yield:

3-(4-bromophenyl)-2-cyanoprop-2-enethioamide (68029-54-9,95639-00-2) → ethyl 6-[(2-amino-2-oxoethyl)thio]-4-(4-bromophenyl)-5-cyano-2-phenylnicotinate (1315280-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine / ethanol / 6 h / Reflux

2: potassium hydroxide / N,N-dimethyl-formamide / 2 h / 20 °C

With piperidine; potassium hydroxide; In ethanol; N,N-dimethyl-formamide; 1: Michael condensation;

DOI:10.1080/17415993.2011.576345

Reference yield:

ethyl 3-oxo-3-phenylpropionate (94-02-0) → ethyl 6-[(2-amino-2-oxoethyl)thio]-4-(4-bromophenyl)-5-cyano-2-phenylnicotinate (1315280-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine / ethanol / 6 h / Reflux

2: potassium hydroxide / N,N-dimethyl-formamide / 2 h / 20 °C

With piperidine; potassium hydroxide; In ethanol; N,N-dimethyl-formamide; 1: Michael condensation;

DOI:10.1080/17415993.2011.576345

upstream raw materials:

ethyl 4-(4-bromophenyl)-5-cyano-2-phenyl-6-thioxo-1,6-dihydropyridine-3-carboxylate

Chloroacetamide

3-(4-bromophenyl)-2-cyanoprop-2-enethioamide

ethyl 3-oxo-3-phenylpropionate

Downstream raw materials:

ethyl 3-amino-4-(4-bromophenyl)-2-carbamoyl-6-phenylthieno[2,3-b]pyridine-5-carboxylate

ethyl 9-(4-bromophenyl)-2-(chloromethyl)-4-oxo-7-phenyl-3,4-dihydropyrido[3',2':4,5]thieno[3,2-d]pyrimidine-8-carboxylate

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