ethyl 9-ethyl-3-(3-fluorophenyl)-8-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate

Base Information

Chemical Name:ethyl 9-ethyl-3-(3-fluorophenyl)-8-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate
CAS No.:1428796-81-9
Molecular Formula:C₂₄H₂₄FNO₃
Molecular Weight:393.458
Hs Code.:

Synonyms:ethyl 9-ethyl-3-(3-fluorophenyl)-8-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate

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Chemical Property of ethyl 9-ethyl-3-(3-fluorophenyl)-8-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate

Chemical Property:

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Technology Process of ethyl 9-ethyl-3-(3-fluorophenyl)-8-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate

There total 11 articles about ethyl 9-ethyl-3-(3-fluorophenyl)-8-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate 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:

: 90151-40-9
4-amino-3-methoxybenzaldehyde

: 1428796-81-9
ethyl 9-ethyl-3-(3-fluorophenyl)-8-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: n-Butyl nitrite; copper(I) bromide / acetonitrile / 18 h / 20 °C

2: ammonium acetate; acetic acid / 18 h / 80 °C

3: sodium tetrahydroborate; borane-THF / tetrahydrofuran / 18 h / 0 - 65 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

5: trichlorophosphate / toluene / 2 h / 110 °C

6: potassium carbonate; triethylamine / acetonitrile / 2 h / 100 °C

7: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 18.5 h / 90 °C / Inert atmosphere; Sealed tube

8: palladium 10% on activated carbon; hydrogen / ethanol / 72 h / Inert atmosphere

9: palladium diacetate; caesium carbonate; triphenylphosphine / 1,4-dioxane / 41.25 h / 90 - 100 °C / Inert atmosphere; Sealed tube

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane-THF; n-Butyl nitrite; palladium 10% on activated carbon; ammonium acetate; hydrogen; palladium diacetate; potassium carbonate; caesium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(I) bromide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; water; toluene; acetonitrile;

Reference yield:

: 1121-86-4
1-Fluoro-3-iodobenzene

: 1428796-80-8
ethyl 9-ethyl-8-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate

: 1428796-81-9
ethyl 9-ethyl-3-(3-fluorophenyl)-8-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate

Guidance literature:: With palladium diacetate; caesium carbonate; triphenylphosphine; In 1,4-dioxane; at 90 - 100 ℃; for 41.25h; Inert atmosphere; Sealed tube;

Reference yield:

: 80410-57-7
3-methoxy-4-nitrobenzaldehyde

: 1428796-81-9
ethyl 9-ethyl-3-(3-fluorophenyl)-8-methoxy-5,6-dihydropyrrolo[2,1-a]isoquinoline-2-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1: iron; ammonium chloride / ethanol; water / 2 h / 78 °C

2: n-Butyl nitrite; copper(I) bromide / acetonitrile / 18 h / 20 °C

3: ammonium acetate; acetic acid / 18 h / 80 °C

4: sodium tetrahydroborate; borane-THF / tetrahydrofuran / 18 h / 0 - 65 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

6: trichlorophosphate / toluene / 2 h / 110 °C

7: potassium carbonate; triethylamine / acetonitrile / 2 h / 100 °C

8: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 18.5 h / 90 °C / Inert atmosphere; Sealed tube

9: palladium 10% on activated carbon; hydrogen / ethanol / 72 h / Inert atmosphere

10: palladium diacetate; caesium carbonate; triphenylphosphine / 1,4-dioxane / 41.25 h / 90 - 100 °C / Inert atmosphere; Sealed tube

With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane-THF; n-Butyl nitrite; palladium 10% on activated carbon; ammonium acetate; hydrogen; palladium diacetate; iron; potassium carbonate; ammonium chloride; caesium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper(I) bromide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; water; toluene; acetonitrile;