(E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-cyclopropyl-1H-pyrazol-5-yl}propenoic acid

Base Information

Chemical Name:(E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-cyclopropyl-1H-pyrazol-5-yl}propenoic acid
CAS No.:926296-48-2
Molecular Formula:C₁₇H₁₄ClF₃N₂O₂
Molecular Weight:370.759
Hs Code.:

Synonyms:(E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-cyclopropyl-1H-pyrazol-5-yl}propenoic acid

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Chemical Property of (E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-cyclopropyl-1H-pyrazol-5-yl}propenoic acid

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Technology Process of (E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-cyclopropyl-1H-pyrazol-5-yl}propenoic acid

There total 7 articles about (E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-cyclopropyl-1H-pyrazol-5-yl}propenoic acid 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: 86.0%

: 926296-45-9
ethyl (E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-cyclopropyl-1H-pyrazol-5-yl}propenoate

: 926296-48-2
(E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-cyclopropyl-1H-pyrazol-5-yl}propenoic acid

Guidance literature:: ethyl (E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-cyclopropyl-1H-pyrazol-5-yl}propenoate; With sodium hydroxide; ethanol; water; In tetrahydrofuran; at 50 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield:

: 133261-06-0
ethyl 3-cyclopropyl-1H-pyrazole-5-carboxylate

: 926296-48-2
(E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-cyclopropyl-1H-pyrazol-5-yl}propenoic acid

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: sodium hydroxide / tetrahydrofuran; methanol / 50 °C

With oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; sodium hydroxide; In tetrahydrofuran; methanol; 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

Reference yield:

: 926296-42-6
ethyl 1-[2-chloro-4-(trifluoromethyl)benzyl]-3-cyclopropyl-1H-pyrazole-5-carboxylate

: 926296-48-2
(E)-3-{1-[2-chloro-4-(trifluoromethyl)benzyl]-3-cyclopropyl-1H-pyrazol-5-yl}propenoic acid

Guidance literature:: Multi-step reaction with 4 steps

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

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

2.2: -78 - 20 °C

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

3.2: 20 °C / Cooling

4.1: sodium hydroxide / tetrahydrofuran; methanol / 50 °C

With oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 2.1: Swern oxidation / 2.2: Swern oxidation / 3.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.bmc.2011.12.008