ethyl [7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetate

Base Information

Chemical Name:ethyl [7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetate
CAS No.:1429500-40-2
Molecular Formula:C₁₇H₁₆ClFN₂O₃
Molecular Weight:350.777
Hs Code.:

Synonyms:ethyl [7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetate

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Chemical Property of ethyl [7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetate

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Technology Process of ethyl [7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetate

There total 6 articles about ethyl [7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-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: 59.0%

: 1218810-48-0
ethyl (7-iodo-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl)acetate

: 352535-83-2
5-chloro-2-fluorophenylboronic acid

: 1429500-40-2
ethyl [7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetate

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In 1,4-dioxane; water; at 80 ℃; for 4h; Inert atmosphere; Schlenk technique;
DOI:10.1016/j.bmc.2013.09.054

Reference yield:

: 1218810-49-1
ethyl (2E)-4-(diformylamino)but-2-enoate

: 1429500-40-2
ethyl [7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetate

Guidance literature:: Multi-step reaction with 4 steps

1: ethanol / Reflux

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.5 h / 20 °C

4: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / water; 1,4-dioxane / 4 h / 80 °C / Inert atmosphere; Schlenk technique

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile; 3: |Michael Addition;
DOI:10.1016/j.bmc.2013.09.054

Reference yield:

: 1218810-53-7
ethyl (2E)-4-aminobut-2-enoate trifluoroacetate

: 1429500-40-2
ethyl [7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetate

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.5 h / 20 °C

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / water; 1,4-dioxane / 4 h / 80 °C / Inert atmosphere; Schlenk technique

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; water; acetonitrile; 2: |Michael Addition;
DOI:10.1016/j.bmc.2013.09.054