4-(2-amino-2-oxoethyl)-2-<(4-bromo-2-fluorophenyl)methyl>-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolinecarboxylic acid menthyl ester

Base Information

Chemical Name:4-(2-amino-2-oxoethyl)-2-<(4-bromo-2-fluorophenyl)methyl>-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolinecarboxylic acid menthyl ester
CAS No.:129689-21-0
Molecular Formula:C₂₉H₃₂BrFN₂O₅
Molecular Weight:587.486
Hs Code.:

Synonyms:4-(2-amino-2-oxoethyl)-2-<(4-bromo-2-fluorophenyl)methyl>-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolinecarboxylic acid menthyl ester

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Chemical Property of 4-(2-amino-2-oxoethyl)-2-<(4-bromo-2-fluorophenyl)methyl>-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolinecarboxylic acid menthyl ester

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Technology Process of 4-(2-amino-2-oxoethyl)-2-<(4-bromo-2-fluorophenyl)methyl>-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolinecarboxylic acid menthyl ester

There total 7 articles about 4-(2-amino-2-oxoethyl)-2-<(4-bromo-2-fluorophenyl)methyl>-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolinecarboxylic acid menthyl 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:

: 703-59-3
homophthalic anhydride

: 129689-21-0
4-(2-amino-2-oxoethyl)-2-<(4-bromo-2-fluorophenyl)methyl>-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolinecarboxylic acid menthyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 51 percent / triethylamine / 1.) THF, RT, 1 h, 2.) DMF, reflux, 15 h

2: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 3 h, 2.) THF, RT, 30 min

3: 2.2 g / K₂CO₃ / dimethylformamide / 2 h / 85 °C

4: 94 percent / CF₃CO₂H / CH₂Cl₂ / 5 h / Ambient temperature

5: SOCl₂ / 2 h / Heating

6: NH₃ in THF / 0.25 h

With thionyl chloride; ammonia; potassium carbonate; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00039a017

Reference yield:

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

: 129689-21-0
4-(2-amino-2-oxoethyl)-2-<(4-bromo-2-fluorophenyl)methyl>-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolinecarboxylic acid menthyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 51 percent / triethylamine / 1.) THF, RT, 1 h, 2.) DMF, reflux, 15 h

2: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 3 h, 2.) THF, RT, 30 min

3: 2.2 g / K₂CO₃ / dimethylformamide / 2 h / 85 °C

4: 94 percent / CF₃CO₂H / CH₂Cl₂ / 5 h / Ambient temperature

5: SOCl₂ / 2 h / Heating

6: NH₃ in THF / 0.25 h

With thionyl chloride; ammonia; potassium carbonate; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00039a017

Reference yield:

: 129688-66-0
2-<(4-bromo-2-fluorophenyl)methyl>-1,3,(2H,4H)-isoquinolinedione

: 129689-21-0
4-(2-amino-2-oxoethyl)-2-<(4-bromo-2-fluorophenyl)methyl>-1,2,3,4-tetrahydro-1,3-dioxo-4-isoquinolinecarboxylic acid menthyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 3 h, 2.) THF, RT, 30 min

2: 2.2 g / K₂CO₃ / dimethylformamide / 2 h / 85 °C

3: 94 percent / CF₃CO₂H / CH₂Cl₂ / 5 h / Ambient temperature

4: SOCl₂ / 2 h / Heating

5: NH₃ in THF / 0.25 h

With thionyl chloride; ammonia; potassium carbonate; trifluoroacetic acid; lithium hexamethyldisilazane; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00039a017