ethyl 2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetate

Base Information

Chemical Name:ethyl 2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetate
CAS No.:1402041-81-9
Molecular Formula:C₂₇H₂₂N₂O₂
Molecular Weight:406.484
Hs Code.:

Synonyms:ethyl 2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetate

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Chemical Property of ethyl 2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetate

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Technology Process of ethyl 2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetate

There total 7 articles about ethyl 2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetate 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: 80.0%

: 1402041-80-8
ethyl [3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]acetate

: 536-74-3
phenylacetylene

: 1402041-81-9
ethyl 2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetate

Guidance literature:: With palladium diacetate; caesium carbonate; XPhos; In 1,4-dioxane; Inert atmosphere;
DOI:10.1021/jm3010543

Reference yield:

: (1E)-1-[1-(4-bromophenyl)ethylidene]-2-phenylhydrazine

: 1402041-81-9
ethyl 2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetate

Guidance literature:: Multi-step reaction with 7 steps

1: trichlorophosphate / 5 h / 0 - 20 °C / Inert atmosphere; Reflux

2: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / Reflux

3: thionyl chloride / toluene / 3 h / 45 - 70 °C

4: dimethyl sulfoxide / 1.5 h / 20 - 45 °C

5: sulfuric acid; water / 2.5 h / 125 °C

6: sulfuric acid / 2 h / 60 °C

7: palladium diacetate; caesium carbonate; XPhos / 1,4-dioxane / Inert atmosphere

With lithium aluminium tetrahydride; thionyl chloride; sulfuric acid; water; palladium diacetate; caesium carbonate; XPhos; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; dimethyl sulfoxide; toluene; 7: |Sonogashira Cross-Coupling;
DOI:10.1021/jm3010543

Reference yield:

: 36640-41-2
3-(4-bromophenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde

: 1402041-81-9
ethyl 2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetate

Guidance literature:: Multi-step reaction with 6 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / Reflux

2: thionyl chloride / toluene / 3 h / 45 - 70 °C

3: dimethyl sulfoxide / 1.5 h / 20 - 45 °C

4: sulfuric acid; water / 2.5 h / 125 °C

5: sulfuric acid / 2 h / 60 °C

6: palladium diacetate; caesium carbonate; XPhos / 1,4-dioxane / Inert atmosphere

With lithium aluminium tetrahydride; thionyl chloride; sulfuric acid; water; palladium diacetate; caesium carbonate; XPhos; In tetrahydrofuran; 1,4-dioxane; dimethyl sulfoxide; toluene; 6: |Sonogashira Cross-Coupling;
DOI:10.1021/jm3010543