N-[3,5-Bis(trifluoromethyl)benzyl]-1,2-dihydro-2-methyl-4-(2-methylphenyl)-1-oxo-3-isoquinolinecarboxamide

Base Information

Chemical Name:N-[3,5-Bis(trifluoromethyl)benzyl]-1,2-dihydro-2-methyl-4-(2-methylphenyl)-1-oxo-3-isoquinolinecarboxamide
CAS No.:159817-05-7
Molecular Formula:C₂₇H₂₀F₆N₂O₂
Molecular Weight:518.458
Hs Code.:

Synonyms:N-[3,5-Bis(trifluoromethyl)benzyl]-1,2-dihydro-2-methyl-4-(2-methylphenyl)-1-oxo-3-isoquinolinecarboxamide

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Chemical Property of N-[3,5-Bis(trifluoromethyl)benzyl]-1,2-dihydro-2-methyl-4-(2-methylphenyl)-1-oxo-3-isoquinolinecarboxamide

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Technology Process of N-[3,5-Bis(trifluoromethyl)benzyl]-1,2-dihydro-2-methyl-4-(2-methylphenyl)-1-oxo-3-isoquinolinecarboxamide

There total 6 articles about N-[3,5-Bis(trifluoromethyl)benzyl]-1,2-dihydro-2-methyl-4-(2-methylphenyl)-1-oxo-3-isoquinolinecarboxamide 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:

: 79-37-8
oxalyl dichloride

: 85068-29-7
3,5-bis-trifluoromethylbenzylamine

: 152818-52-5
1,2-dihydro-2-methyl-4-(2-methylphenyl)-1-oxo-3-isoquinolinecarboxylic acid

: 159817-05-7
N-[3,5-Bis(trifluoromethyl)benzyl]-1,2-dihydro-2-methyl-4-(2-methylphenyl)-1-oxo-3-isoquinolinecarboxamide

Guidance literature:: With triethylamine; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 5469-51-2
methylbenzoyl-benzoic acid

: 159817-05-7
N-[3,5-Bis(trifluoromethyl)benzyl]-1,2-dihydro-2-methyl-4-(2-methylphenyl)-1-oxo-3-isoquinolinecarboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) SOCl₂, DMF, 2.) Et₃N / 1.) CH₂Cl₂, RT, 2 h, 2.) CH₂Cl₂, RT, overnight

2: 92 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / toluene / 5 h / Heating

3: 81 percent / 1 N NaOH / ethanol / 1.5 h / Heating

4: 48 percent / conc. HCl, NaNO₂ / acetic acid / Ambient temperature

5: (COCl)2, DMF / tetrahydrofuran / Ambient temperature

6: Et₃N / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; sodium hydroxide; thionyl chloride; oxalyl dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N,N-dimethyl-formamide; sodium nitrite; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; toluene;
DOI:10.1021/jm00016a014

Reference yield:

: 170639-94-8
1,2-dihydro-2-methyl-4-(2-methylphenyl)-1-oxo-3-isoquinolinecarbonitrile

: 159817-05-7
N-[3,5-Bis(trifluoromethyl)benzyl]-1,2-dihydro-2-methyl-4-(2-methylphenyl)-1-oxo-3-isoquinolinecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / 1 N NaOH / ethanol / 1.5 h / Heating

2: 48 percent / conc. HCl, NaNO₂ / acetic acid / Ambient temperature

3: (COCl)2, DMF / tetrahydrofuran / Ambient temperature

4: Et₃N / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; sodium hydroxide; oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; sodium nitrite; In tetrahydrofuran; ethanol; dichloromethane; acetic acid;
DOI:10.1021/jm00016a014