3-tert-butyl-1-benzyl-N-{4-[(methanesulfonamido)methyl]thiazol-2-yl}-1H-pyrazole-5-carboxamide

Base Information

• Chemical Name: 3-tert-butyl-1-benzyl-N-{4-[(methanesulfonamido)methyl]thiazol-2-yl}-1H-pyrazole-5-carboxamide
• CAS No.: 1341128-93-5
• Molecular Formula: C₂₀H₂₅N₅O₃S₂
• Molecular Weight: 447.582
• Mol file: 1341128-93-5.mol

Synonyms:3-tert-butyl-1-benzyl-N-{4-[(methanesulfonamido)methyl]thiazol-2-yl}-1H-pyrazole-5-carboxamide

Chemical Property of 3-tert-butyl-1-benzyl-N-{4-[(methanesulfonamido)methyl]thiazol-2-yl}-1H-pyrazole-5-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-tert-butyl-1-benzyl-N-{4-[(methanesulfonamido)methyl]thiazol-2-yl}-1H-pyrazole-5-carboxamide

There total 4 articles about 3-tert-butyl-1-benzyl-N-{4-[(methanesulfonamido)methyl]thiazol-2-yl}-1H-pyrazole-5-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: 60.0%

3-tert-butyl-N-(4-(aminomethyl)thiazol-2-yl)-1-benzyl-1H-pyrazole-5-carboxamide (1341128-82-2) + methanesulfonyl chloride (124-63-0) → 3-tert-butyl-1-benzyl-N-{4-[(methanesulfonamido)methyl]thiazol-2-yl}-1H-pyrazole-5-carboxamide (1341128-93-5)

Guidance literature:

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

DOI:10.1021/jm201108k

Reference yield:

1-benzyl-3-(tert-butyl)-1H-pyrazole-5-carboxylic acid (100957-85-5) → 3-tert-butyl-1-benzyl-N-{4-[(methanesulfonamido)methyl]thiazol-2-yl}-1H-pyrazole-5-carboxamide (1341128-93-5)

Guidance literature:

Multi-step reaction with 4 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2: sodium azide / N,N-dimethyl-formamide / 24 h / 80 °C

3: triphenylphosphine / tetrahydrofuran; water / 24 h

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

With sodium azide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm201108k

Reference yield:

1-benzyl-3-tert-butyl-N-(4-chloromethylthiazol-2-yl)-1H-pyrazole-5-carboxamide (1341129-03-0) → 3-tert-butyl-1-benzyl-N-{4-[(methanesulfonamido)methyl]thiazol-2-yl}-1H-pyrazole-5-carboxamide (1341128-93-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium azide / N,N-dimethyl-formamide / 24 h / 80 °C

2: triphenylphosphine / tetrahydrofuran; water / 24 h

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

With sodium azide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm201108k

upstream raw materials:

1-benzyl-3-tert-butyl-N-(4-chloromethylthiazol-2-yl)-1H-pyrazole-5-carboxamide

3-tert-butyl-N-(4-(aminomethyl)thiazol-2-yl)-1-benzyl-1H-pyrazole-5-carboxamide

methanesulfonyl chloride

1-benzyl-3-(tert-butyl)-1H-pyrazole-5-carboxylic acid