2-[2-(1-tert-butyl-5-phenyl-1H-pyrazol-4-yl)-1,3-thiazol-4-yl]-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide

Base Information

• Chemical Name: 2-[2-(1-tert-butyl-5-phenyl-1H-pyrazol-4-yl)-1,3-thiazol-4-yl]-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide
• CAS No.: 1421847-35-9
• Molecular Formula: C₂₄H₃₀N₄O₂S
• Molecular Weight: 438.594
• Mol file: 1421847-35-9.mol

Synonyms:

Chemical Property of 2-[2-(1-tert-butyl-5-phenyl-1H-pyrazol-4-yl)-1,3-thiazol-4-yl]-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2-(1-tert-butyl-5-phenyl-1H-pyrazol-4-yl)-1,3-thiazol-4-yl]-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide

There total 7 articles about 2-[2-(1-tert-butyl-5-phenyl-1H-pyrazol-4-yl)-1,3-thiazol-4-yl]-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide 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:

5-bromo-1-tert-butyl-1H-pyrazole-4-carbothioamide (1421849-19-5) → 2-[2-(1-tert-butyl-5-phenyl-1H-pyrazol-4-yl)-1,3-thiazol-4-yl]-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide (1421847-35-9)

Guidance literature:

Multi-step reaction with 4 steps

1: ethanol / 16 h / 80 °C

2: sodium hydroxide; water / ethanol; tetrahydrofuran / 2 h / 20 °C

3: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C

4: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate / toluene / 24 h / 90 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; water; palladium diacetate; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene;

Reference yield:

ethyl 5-bromo-1-tert-butyl-1H-pyrazole-4-carboxylate (1245272-40-5) → 2-[2-(1-tert-butyl-5-phenyl-1H-pyrazol-4-yl)-1,3-thiazol-4-yl]-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide (1421847-35-9)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium hydroxide; water / ethanol; tetrahydrofuran / 2.5 h / 60 °C

2: ammonium chloride; benzotriazol-1-ol; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide; water / 14 h / 20 °C

3: Lawessons reagent / tetrahydrofuran / 2 h / 60 °C

4: ethanol / 16 h / 80 °C

5: sodium hydroxide; water / ethanol; tetrahydrofuran / 2 h / 20 °C

6: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C

7: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate / toluene / 24 h / 90 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; Lawessons reagent; potassium phosphate; water; palladium diacetate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene;

Reference yield:

5-bromo-1-tert-butyl-1H-pyrazole-4-carboxamide (1421849-18-4) → 2-[2-(1-tert-butyl-5-phenyl-1H-pyrazol-4-yl)-1,3-thiazol-4-yl]-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide (1421847-35-9)

Guidance literature:

Multi-step reaction with 5 steps

1: Lawessons reagent / tetrahydrofuran / 2 h / 60 °C

2: ethanol / 16 h / 80 °C

3: sodium hydroxide; water / ethanol; tetrahydrofuran / 2 h / 20 °C

4: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C

5: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate / toluene / 24 h / 90 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; Lawessons reagent; potassium phosphate; water; palladium diacetate; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene;

upstream raw materials:

1-(tert-butyl)-5-amino-pyrazole-4-carboxylic acid ethyl ester

ethyl 5-bromo-1-tert-butyl-1H-pyrazole-4-carboxylate

5-bromo-1-tert-butyl-1H-pyrazole-4-carboxylic acid

5-bromo-1-tert-butyl-1H-pyrazole-4-carboxamide

Refernces