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

Base Information

Chemical Name:2-{2-[1-cyclopentyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide
CAS No.:1421848-00-1
Molecular Formula:C₂₅H₂₉FN₄O₂S
Molecular Weight:468.595
Hs Code.:

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

There total 7 articles about 2-{2-[1-cyclopentyl-5-(4-fluorophenyl)-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:

: 96-41-3
Cyclopentanol

: 1421849-76-4
2-{2-[5-(4-fluorophenyl)-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide

: 1421848-00-1
2-{2-[1-cyclopentyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide

: 1421849-77-5
2-(2-(1-cyclopentyl-3-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)-N-((tetrahydro-2H-pyran-4-yl)methyl)acetamide

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; toluene; at 80 ℃; for 3.5h; Overall yield = 76 %; Overall yield = 50 mg;

Reference yield:

: 1999-00-4
ethyl 3-(4'-fluorophenyl)-3-oxopropionate

: 1421848-00-1
2-{2-[1-cyclopentyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide

: 1421849-77-5
2-(2-(1-cyclopentyl-3-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)-N-((tetrahydro-2H-pyran-4-yl)methyl)acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: toluene / 15 h / Reflux

1.2: 3 h / 20 °C / Reflux

2.1: sodium hydroxide; water / ethanol / 24 h / 20 °C / Reflux

3.1: dmap / N,N-dimethyl-formamide / 0.17 h / 20 °C

3.2: 14 h / 20 °C

4.1: sodium hydroxide; water / ethanol / 1 h / 20 °C / Reflux

5.1: benzotriazol-1-ol; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 1 h / 100 °C

6.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene; tetrahydrofuran / 3.5 h / 80 °C

With dmap; di-isopropyl azodicarboxylate; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene;

Reference yield:

: 403-42-9
1-(4-fluorophenyl)ethanone

: 1421848-00-1
2-{2-[1-cyclopentyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide

: 1421849-77-5
2-(2-(1-cyclopentyl-3-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)-N-((tetrahydro-2H-pyran-4-yl)methyl)acetamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 60 °C / Reflux

2.1: toluene / 15 h / Reflux

2.2: 3 h / 20 °C / Reflux

3.1: sodium hydroxide; water / ethanol / 24 h / 20 °C / Reflux

4.1: dmap / N,N-dimethyl-formamide / 0.17 h / 20 °C

4.2: 14 h / 20 °C

5.1: sodium hydroxide; water / ethanol / 1 h / 20 °C / Reflux

6.1: benzotriazol-1-ol; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 1 h / 100 °C

7.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene; tetrahydrofuran / 3.5 h / 80 °C

With dmap; di-isopropyl azodicarboxylate; water; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene; mineral oil;