2-methyl-N-(3-(4-methylpiperazin-1-yl)-3-oxopropyl)-4-phenyl-4H-benzo[4,5]thiazolo [3,2-a]pyrimidine-3-carboxamide

Base Information

• Chemical Name: 2-methyl-N-(3-(4-methylpiperazin-1-yl)-3-oxopropyl)-4-phenyl-4H-benzo[4,5]thiazolo [3,2-a]pyrimidine-3-carboxamide
• CAS No.: 1489134-80-6
• Molecular Formula: C₂₆H₂₉N₅O₂S
• Molecular Weight: 475.615

Synonyms:2-methyl-N-(3-(4-methylpiperazin-1-yl)-3-oxopropyl)-4-phenyl-4H-benzo[4,5]thiazolo [3,2-a]pyrimidine-3-carboxamide

Chemical Property of 2-methyl-N-(3-(4-methylpiperazin-1-yl)-3-oxopropyl)-4-phenyl-4H-benzo[4,5]thiazolo [3,2-a]pyrimidine-3-carboxamide

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Technology Process of 2-methyl-N-(3-(4-methylpiperazin-1-yl)-3-oxopropyl)-4-phenyl-4H-benzo[4,5]thiazolo [3,2-a]pyrimidine-3-carboxamide

There total 6 articles about 2-methyl-N-(3-(4-methylpiperazin-1-yl)-3-oxopropyl)-4-phenyl-4H-benzo[4,5]thiazolo [3,2-a]pyrimidine-3-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: 71.0%

1-methyl-piperazine (109-01-3) + 3-(2-methyl-4-phenyl-4H-benzo[4,5]thiazolo[3,2-a]pyrimidine-3-carboxamido)propanoic acid (1489134-76-0) → 2-methyl-N-(3-(4-methylpiperazin-1-yl)-3-oxopropyl)-4-phenyl-4H-benzo[4,5]thiazolo [3,2-a]pyrimidine-3-carboxamide (1489134-80-6)

Guidance literature:

3-(2-methyl-4-phenyl-4H-benzo[4,5]thiazolo[3,2-a]pyrimidine-3-carboxamido)propanoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 0.0833333h; Inert atmosphere;

1-methyl-piperazine; With triethylamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.08.024

Reference yield:

2-methyl-4-phenyl-4H-benzo[4,5]thiazolo[3,2-a]pyrimidine-3-carboxylic acid (1489134-62-4) → 2-methyl-N-(3-(4-methylpiperazin-1-yl)-3-oxopropyl)-4-phenyl-4H-benzo[4,5]thiazolo [3,2-a]pyrimidine-3-carboxamide (1489134-80-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.08 h / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: potassium hydroxide / ethanol / 1 h / Reflux

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.08 h / Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; In ethanol; dichloromethane;

DOI:10.1016/j.ejmech.2013.08.024

Reference yield:

ethyl 2-methyl-4-(phenyl)-4H-pyrimido[2,1-b][1,3]benzothiazole-3-carboxylate → 2-methyl-N-(3-(4-methylpiperazin-1-yl)-3-oxopropyl)-4-phenyl-4H-benzo[4,5]thiazolo [3,2-a]pyrimidine-3-carboxamide (1489134-80-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium hydroxide / ethanol / 2 h / Reflux

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.08 h / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: potassium hydroxide / ethanol / 1 h / Reflux

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.08 h / Inert atmosphere

4.2: 1 h / 20 °C / Inert atmosphere

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; In ethanol; dichloromethane;

DOI:10.1016/j.ejmech.2013.08.024

upstream raw materials:

2-methyl-4-phenyl-4H-benzo[4,5]thiazolo[3,2-a]pyrimidine-3-carboxylic acid

ethyl-3-(2-methyl-4-phenyl-4H-benzo[4,5]thiazolo[3,2-a]pyrimidine-3-carboxamido)propanoate

1-methyl-piperazine

3-(2-methyl-4-phenyl-4H-benzo[4,5]thiazolo[3,2-a]pyrimidine-3-carboxamido)propanoic acid

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