2-(4-bromo-2-fluorobenzyl)-4-carbamoylmethyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-carboxylic acid ethyl ester

Base Information

Chemical Name:2-(4-bromo-2-fluorobenzyl)-4-carbamoylmethyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-carboxylic acid ethyl ester
CAS No.:147194-02-3
Molecular Formula:C₁₉H₁₇BrFN₃O₅
Molecular Weight:466.263
Hs Code.:

Synonyms:2-(4-bromo-2-fluorobenzyl)-4-carbamoylmethyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-carboxylic acid ethyl ester

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Chemical Property of 2-(4-bromo-2-fluorobenzyl)-4-carbamoylmethyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-carboxylic acid ethyl ester

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Technology Process of 2-(4-bromo-2-fluorobenzyl)-4-carbamoylmethyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-carboxylic acid ethyl ester

There total 7 articles about 2-(4-bromo-2-fluorobenzyl)-4-carbamoylmethyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-carboxylic acid ethyl ester 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:

: 2-(4-Bromo-2-fluoro-benzyl)-4-chlorocarbonylmethyl-1,3-dioxo-1,2,3,4-tetrahydro-pyrrolo[1,2-a]pyrazine-4-carboxylic acid ethyl ester

: 147194-02-3
2-(4-bromo-2-fluorobenzyl)-4-carbamoylmethyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-carboxylic acid ethyl ester

Guidance literature:: With ammonium hydroxide; In ethyl acetate; at 0 ℃; for 1h; Yield given;
DOI:10.1021/jm9802968

Reference yield:

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

: 147194-02-3
2-(4-bromo-2-fluorobenzyl)-4-carbamoylmethyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 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

5: SOCl₂ / CH₂Cl₂ / 2 h / Heating

6: 25percent aq. NH₃ / ethyl acetate / 1 h / 0 °C

With ammonium hydroxide; thionyl chloride; sodium hydride; triethylamine; trifluoroacetic acid; In dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm9802968

Reference yield:

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

: 147194-02-3
2-(4-bromo-2-fluorobenzyl)-4-carbamoylmethyl-1,3-dioxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-4-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 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

4: SOCl₂ / CH₂Cl₂ / 2 h / Heating

5: 25percent aq. NH₃ / ethyl acetate / 1 h / 0 °C

With ammonium hydroxide; thionyl chloride; sodium hydride; triethylamine; trifluoroacetic acid; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm9802968