3-amino-5-cyano-6-ethoxy-4-phenylthieno[2,3-b]pyridine-2-carboxamide

Base Information

• Chemical Name: 3-amino-5-cyano-6-ethoxy-4-phenylthieno[2,3-b]pyridine-2-carboxamide
• CAS No.: 146630-15-1
• Molecular Formula: C₁₇H₁₄N₄O₂S
• Molecular Weight: 338.39
• Mol file: 146630-15-1.mol

Synonyms:3-Amino-5-cyano-6-ethoxy-4-phenyl-thieno[2,3-b]pyridine-2-carboxylic acid amide

Chemical Property of 3-amino-5-cyano-6-ethoxy-4-phenylthieno[2,3-b]pyridine-2-carboxamide

Chemical Property:

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Technology Process of 3-amino-5-cyano-6-ethoxy-4-phenylthieno[2,3-b]pyridine-2-carboxamide

There total 3 articles about 3-amino-5-cyano-6-ethoxy-4-phenylthieno[2,3-b]pyridine-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: 70.0%

3,5-dicyano-6-ethoxy-4-phenylpyridine-2-(1H)-thione (146630-13-9) + Chloroacetamide (79-07-2) → 3-Amino-5-cyano-6-ethoxy-4-phenyl-thieno[2,3-b]pyridine-2-carboxylic acid amide (146630-15-1)

Guidance literature:

With potassium carbonate; In ethanol; for 3h; Heating;

DOI:10.1002/jhet.5570290704

Reference yield:

2-chloro-6-ethoxy-4-phenylpyridine-3,5-dicarbonitrile → 3-Amino-5-cyano-6-ethoxy-4-phenyl-thieno[2,3-b]pyridine-2-carboxylic acid amide (146630-15-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / Na₂S / ethanol / 3 h / Heating

2: 70 percent / K₂CO₃ / ethanol / 3 h / Heating

With sodium sulfide; potassium carbonate; In ethanol;

DOI:10.1002/jhet.5570290704

Reference yield:

bis(3,4-dicyano-6-ethoxy-5-phenyl-2-pyridyl) sulfide (146630-14-0) + Chloroacetamide (79-07-2) → 3-Amino-5-cyano-6-ethoxy-4-phenyl-thieno[2,3-b]pyridine-2-carboxylic acid amide (146630-15-1)

Guidance literature:

With potassium hydroxide; Yield given. Multistep reaction; 1.) DMF, 1 h, 2.) DMF, RT, 12 h;

DOI:10.1002/jhet.5570290704

upstream raw materials:

3,5-dicyano-6-ethoxy-4-phenylpyridine-2-(1H)-thione

Chloroacetamide

bis(3,4-dicyano-6-ethoxy-5-phenyl-2-pyridyl) sulfide

Downstream raw materials:

7-Ethoxy-2-(4-hydroxy-2-methoxy-phenyl)-4-oxo-9-phenyl-1,2,3,4-tetrahydro-pyrido[3',2':4,5]thieno[3,2-d]pyrimidine-8-carbonitrile

7-Ethoxy-4-oxo-9-phenyl-2-p-tolyl-1,2,3,4-tetrahydro-pyrido[3',2':4,5]thieno[3,2-d]pyrimidine-8-carbonitrile

2-Benzyl-7-ethoxy-4-oxo-9-phenyl-1,2,3,4-tetrahydro-pyrido[3',2':4,5]thieno[3,2-d]pyrimidine-8-carbonitrile

7-Ethoxy-2-(4-fluoro-phenyl)-4-oxo-9-phenyl-1,2,3,4-tetrahydro-pyrido[3',2':4,5]thieno[3,2-d]pyrimidine-8-carbonitrile

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