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

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Chemical Name:2-{2-[1-tert-butyl-5-(4-cyanophenyl)-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide
CAS No.:1421847-37-1
Molecular Formula:C₂₅H₂₉N₅O₂S
Molecular Weight:463.604
Hs Code.:

Synonyms:2-{2-[1-tert-butyl-5-(4-cyanophenyl)-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide

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

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

There total 8 articles about 2-{2-[1-tert-butyl-5-(4-cyanophenyl)-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: 56.0%

: 1421849-22-0
2-(2-(5-bromo-1-tert-butyl-1H-pyrazol-4-yl)thiazol-4-yl)-N-((tetrahydro-2H-pyran-4-yl)methyl)acetamide

: 126747-14-6
4-cyanophenylboronic acid

: 1421847-37-1
2-{2-[1-tert-butyl-5-(4-cyanophenyl)-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide

Guidance literature:: With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate; In toluene; at 90 ℃; for 20h; Inert atmosphere;

Reference yield:

: 98534-79-3
5-bromo-1-tert-butyl-1H-pyrazole-4-carboxylic acid

: 1421847-37-1
2-{2-[1-tert-butyl-5-(4-cyanophenyl)-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide

Guidance literature:: Multi-step reaction with 6 steps

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

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

3: ethanol / 16 h / 80 °C

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

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

6: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate / toluene / 20 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:

: 1245272-40-5
ethyl 5-bromo-1-tert-butyl-1H-pyrazole-4-carboxylate

: 1421847-37-1
2-{2-[1-tert-butyl-5-(4-cyanophenyl)-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide

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 / 20 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;