2-(4-bromo-2-fluorobenzyl)-4-ethoxycarbonyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-acetic acid

Base Information

Chemical Name:2-(4-bromo-2-fluorobenzyl)-4-ethoxycarbonyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-acetic acid
CAS No.:147193-99-5
Molecular Formula:C₁₉H₁₆BrFN₂O₆
Molecular Weight:467.248
Hs Code.:

Synonyms:2-(4-bromo-2-fluorobenzyl)-4-ethoxycarbonyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-acetic acid

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Chemical Property of 2-(4-bromo-2-fluorobenzyl)-4-ethoxycarbonyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-acetic acid

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Technology Process of 2-(4-bromo-2-fluorobenzyl)-4-ethoxycarbonyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-acetic acid

There total 5 articles about 2-(4-bromo-2-fluorobenzyl)-4-ethoxycarbonyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-acetic 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: 83.6%

: 147193-96-2
2-(4-bromo-2-fluorobenzyl)-4-ethoxycarbonyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-acetic acid tert-butyl ester

: 147193-99-5
2-(4-bromo-2-fluorobenzyl)-4-ethoxycarbonyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-acetic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 3h; Heating;
DOI:10.1021/jm9802968

Reference yield:

: 67451-43-8
2-(pyrrol-1-yl)malonic acid diethyl ester

: 147193-99-5
2-(4-bromo-2-fluorobenzyl)-4-ethoxycarbonyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 88.1 percent / CHCl₃ / 15 h / Heating

2: 86 percent / Et₃N / dimethylformamide / 15 h / Ambient temperature

3: 1.) NaH / 1.) DMF, RT, 0.5 h, 2.) DMF, RT, 2 h

4: 83.6 percent / TFA / CH₂Cl₂ / 3 h / Heating

With sodium hydride; triethylamine; trifluoroacetic acid; In dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm9802968

Reference yield:

: (4-bromo-2-fluorophenyl)methanamine mono HCl salt

: 147193-99-5
2-(4-bromo-2-fluorobenzyl)-4-ethoxycarbonyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / Et₃N / dimethylformamide / 15 h / Ambient temperature

2: 1.) NaH / 1.) DMF, RT, 0.5 h, 2.) DMF, RT, 2 h

3: 83.6 percent / TFA / CH₂Cl₂ / 3 h / Heating

With sodium hydride; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9802968