5-acetyl-3-amino-4-(4-dimethylamino-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carbonyl azide

Base Information

• Chemical Name: 5-acetyl-3-amino-4-(4-dimethylamino-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carbonyl azide
• CAS No.: 919114-19-5
• Molecular Formula: C₁₉H₁₈N₆O₂S
• Molecular Weight: 394.457

Synonyms:5-acetyl-3-amino-4-(4-dimethylamino-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carbonyl azide

Chemical Property of 5-acetyl-3-amino-4-(4-dimethylamino-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carbonyl azide

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Technology Process of 5-acetyl-3-amino-4-(4-dimethylamino-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carbonyl azide

There total 4 articles about 5-acetyl-3-amino-4-(4-dimethylamino-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carbonyl azide 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: 79.0%

5-acetyl-3-amino-4-(4-dimethylamino-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid hydrazide (919114-10-6) → 5-acetyl-3-amino-4-(4-dimethylamino-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carbonyl azide (919114-19-5)

Guidance literature:

With hydrogenchloride; acetic acid; sodium nitrite; at 0 - 5 ℃; for 1h;

DOI:10.1080/10426500500330828

Reference yield:

[5-acetyl-3-cyano-4-(4-dimethylamino-phenyl)-6-methyl-pyridin-2-ylsulfanyl]-acetic acid ethyl ester (919114-09-3) → 5-acetyl-3-amino-4-(4-dimethylamino-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carbonyl azide (919114-19-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / ethanol / 6 h / Heating

2: 79 percent / sodium nitrite; acetic acid; aq. HCl / 1 h / 0 - 5 °C

With hydrogenchloride; hydrazine hydrate; acetic acid; sodium nitrite; In ethanol;

DOI:10.1080/10426500500330828

Reference yield:

5-Acetyl-4-(4-dimethylamino-phenyl)-6-methyl-2-thioxo-1,2-dihydro-pyridine-3-carbonitrile (121104-39-0) → 5-acetyl-3-amino-4-(4-dimethylamino-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carbonyl azide (919114-19-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / NaOMe / methanol / 4 h / Heating

2: hydrazine hydrate / ethanol / 6 h / Heating

3: 79 percent / sodium nitrite; acetic acid; aq. HCl / 1 h / 0 - 5 °C

With hydrogenchloride; sodium methylate; hydrazine hydrate; acetic acid; sodium nitrite; In methanol; ethanol;

DOI:10.1080/10426500500330828

upstream raw materials:

5-acetyl-3-amino-4-(4-dimethylamino-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid hydrazide

[5-acetyl-3-cyano-4-(4-dimethylamino-phenyl)-6-methyl-pyridin-2-ylsulfanyl]-acetic acid ethyl ester

5-Acetyl-4-(4-dimethylamino-phenyl)-6-methyl-2-thioxo-1,2-dihydro-pyridine-3-carbonitrile

5-acetyl-3-amino-4-(4-dimethylamino-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid ethyl ester

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