N-(4-(benzo[d]thiazol-2-yl)phenyl)-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide

Base Information

• Chemical Name: N-(4-(benzo[d]thiazol-2-yl)phenyl)-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide
• CAS No.: 899732-09-3
• Molecular Formula: C₂₃H₂₁N₃O₃S₃
• Molecular Weight: 483.636
• Mol file: 899732-09-3.mol

Synonyms:N-(4-(benzo[d]thiazol-2-yl)phenyl)-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide

Chemical Property of N-(4-(benzo[d]thiazol-2-yl)phenyl)-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-(benzo[d]thiazol-2-yl)phenyl)-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide

There total 5 articles about N-(4-(benzo[d]thiazol-2-yl)phenyl)-1-(thiophen-2-ylsulfonyl)piperidine-4-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: 77.0%

1-(thiophen-2-ylsulfonyl)piperidine-4-carboxylic acid (327971-19-7) + 2-(4-aminophenyl)benzothiazole (6278-73-5) → N-(4-(benzo[d]thiazol-2-yl)phenyl)-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide (899732-09-3)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1021/jm801042a

Reference yield: 17.0%

thiophene-2-sulfonyl chloride (16629-19-9) + C19H19N3OS*C2HF3O2 → N-(4-(benzo[d]thiazol-2-yl)phenyl)-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide (899732-09-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bioorg.2020.104165

Reference yield:

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid (84358-13-4,174286-31-8) → N-(4-(benzo[d]thiazol-2-yl)phenyl)-1-(thiophen-2-ylsulfonyl)piperidine-4-carboxamide (899732-09-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bioorg.2020.104165

upstream raw materials:

1-(thiophen-2-ylsulfonyl)piperidine-4-carboxylic acid

2-(4-aminophenyl)benzothiazole

thiophene-2-sulfonyl chloride

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid