ethyl 3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-isopropyl-1H-pyrazol-5-yl}propanoate

Base Information

• Chemical Name: ethyl 3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-isopropyl-1H-pyrazol-5-yl}propanoate
• CAS No.: 888739-65-9
• Molecular Formula: C₁₉H₂₂ClF₃N₂O₂
• Molecular Weight: 402.844
• Mol file: 888739-65-9.mol

Synonyms:ethyl 3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-isopropyl-1H-pyrazol-5-yl}propanoate

Chemical Property of ethyl 3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-isopropyl-1H-pyrazol-5-yl}propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-isopropyl-1H-pyrazol-5-yl}propanoate

There total 6 articles about ethyl 3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-isopropyl-1H-pyrazol-5-yl}propanoate 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: 84.0%

ethyl (E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-isopropyl-1H-pyrazol-5-yl}propenoate (888739-64-8) → ethyl 3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-isopropyl-1H-pyrazol-5-yl}propanoate (888739-65-9)

Guidance literature:

palladium-carbon; In tetrahydrofuran;

Reference yield:

3-methyl-butan-2-one (563-80-4) → ethyl 3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-isopropyl-1H-pyrazol-5-yl}propanoate (888739-65-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: potassium tert-butylate / tetrahydrofuran / 16 h / 20 °C

2.1: hydrazine hydrate; acetic acid / tetrahydrofuran / 2 h / Reflux

3.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

4.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 20 °C / Cooling with ice

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

5.2: -78 - 20 °C

6.1: sodium hydride / N,N-dimethyl-formamide / 20 °C / Cooling with ice

6.2: 20 °C / Cooling

7.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 20 °C / 760.05 Torr

With oxalyl dichloride; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; hydrazine hydrate; acetic acid; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Claisen condensation / 5.1: Swern oxidation / 5.2: Swern oxidation / 6.2: Horner-Wadsworth-Emmons reaction;

DOI:10.1016/j.bmc.2011.12.008

Reference yield:

ethyl 3-isopropyl-1H-pyrazole-5-carboxylate (78208-72-7) → ethyl 3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-isopropyl-1H-pyrazol-5-yl}propanoate (888739-65-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 20 °C / Cooling with ice

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

3.2: -78 - 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 20 °C / Cooling with ice

4.2: 20 °C / Cooling

5.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 20 °C / 760.05 Torr

With oxalyl dichloride; palladium 10% on activated carbon; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 3.1: Swern oxidation / 3.2: Swern oxidation / 4.2: Horner-Wadsworth-Emmons reaction;

DOI:10.1016/j.bmc.2011.12.008

upstream raw materials:

ethyl (E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-isopropyl-1H-pyrazol-5-yl}propenoate

3-methyl-butan-2-one

ethyl 3-isopropyl-1H-pyrazole-5-carboxylate

ethyl 1-[2-chloro-4-(trifluoromethyl)benzyl]-3-isopropyl-1H-pyrazole-5-carboxylate

Downstream raw materials:

3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-isopropyl-1H-pyrazole-5-yl}propane-1-ol

3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-isopropyl-1H-pyrazol-5-yl}-N-(pentylsulfonyl)propanamide