2-[(3-cyano-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl)oxy]acetamide

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Chemical Name:2-[(3-cyano-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl)oxy]acetamide
CAS No.:1557155-02-8
Molecular Formula:C₂₂H₂₁N₃O₃
Molecular Weight:375.427
Hs Code.:

Synonyms:2-[(3-cyano-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl)oxy]acetamide

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Chemical Property of 2-[(3-cyano-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl)oxy]acetamide

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Technology Process of 2-[(3-cyano-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl)oxy]acetamide

There total 8 articles about 2-[(3-cyano-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl)oxy]acetamide 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: 91.5%

: 1557155-00-6
6-hydroxy-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-3-isoquinolinecarbonitrile

: 79-07-2
Chloroacetamide

: 1557155-02-8
2-[(3-cyano-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl)oxy]acetamide

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 75 - 85 ℃; for 3h; Inert atmosphere; Large scale;
DOI:10.1021/op5000072

Reference yield:

: 86-90-8
4-bromophthalic anhydride

: 1557155-02-8
2-[(3-cyano-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl)oxy]acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: aluminum (III) chloride / 1,2-dichloro-benzene / 2 h / 0 - 80 °C / Large scale

2.1: thionyl chloride; N,N-dimethyl-formamide / 1.5 h / 50 °C / Inert atmosphere; Large scale

2.2: 3 h / 90 °C / Inert atmosphere; Large scale

3.1: acetic anhydride; 1,8-diazabicyclo[5.4.0]undec-7-ene / ethanol / 1 h / 40 - 50 °C / Large scale

4.1: palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene; tert-butyl alcohol / 2.83 h / 25 - 100 °C / Inert atmosphere; Large scale

5.1: trifluoroacetic acid / acetonitrile / 5 h / 55 - 65 °C / Inert atmosphere; Large scale

6.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 75 - 85 °C / Inert atmosphere; Large scale

With aluminum (III) chloride; thionyl chloride; palladium diacetate; acetic anhydride; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 1,8-diazabicyclo[5.4.0]undec-7-ene; N,N-dimethyl-formamide; trifluoroacetic acid; In ethanol; N,N-dimethyl-formamide; 1,2-dichloro-benzene; toluene; acetonitrile; tert-butyl alcohol; 1.1: |Friedel-Crafts Acylation;
DOI:10.1021/op5000072

Reference yield:

: 100-58-3
phenylmagnesium bromide

: 1557155-02-8
2-[(3-cyano-2-isobutyl-1-oxo-4-phenyl-1,2-dihydro-6-isoquinolinyl)oxy]acetamide

Guidance literature:: Multi-step reaction with 6 steps

2.1: thionyl chloride; N,N-dimethyl-formamide / 1.5 h / 50 °C / Inert atmosphere; Large scale

2.2: 3 h / 90 °C / Inert atmosphere; Large scale

3.1: acetic anhydride; 1,8-diazabicyclo[5.4.0]undec-7-ene / ethanol / 1 h / 40 - 50 °C / Large scale

4.1: palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene; tert-butyl alcohol / 2.83 h / 25 - 100 °C / Inert atmosphere; Large scale

5.1: trifluoroacetic acid / acetonitrile / 5 h / 55 - 65 °C / Inert atmosphere; Large scale

6.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 75 - 85 °C / Inert atmosphere; Large scale

With thionyl chloride; palladium diacetate; acetic anhydride; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 1,8-diazabicyclo[5.4.0]undec-7-ene; N,N-dimethyl-formamide; trifluoroacetic acid; In ethanol; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol; 1.1: |Grignard Reaction;
DOI:10.1021/op5000072