2-chloro-6-(6-dimethylamino-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)benzaldehyde

Base Information

Chemical Name:2-chloro-6-(6-dimethylamino-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)benzaldehyde
CAS No.:1462328-78-4
Molecular Formula:C₁₈H₁₇ClN₂O₂
Molecular Weight:328.798
Hs Code.:

Synonyms:2-chloro-6-(6-dimethylamino-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)benzaldehyde

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Chemical Property of 2-chloro-6-(6-dimethylamino-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)benzaldehyde

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Technology Process of 2-chloro-6-(6-dimethylamino-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)benzaldehyde

There total 15 articles about 2-chloro-6-(6-dimethylamino-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)benzaldehyde 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: 84.0%

: 1178884-33-7
6-dimethylamino-3,4-dihydro-2H-isoquinolin-1-one

: 64622-16-8
2-bromo-6-chlorobenzaldehyde

: 1462328-78-4
2-chloro-6-(6-dimethylamino-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)benzaldehyde

Guidance literature:: With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 5.5h; Inert atmosphere;
DOI:10.1021/op4001077

Reference yield:

: 1462328-58-0
C₁₃H₁₉N₃O

: 1462328-78-4
2-chloro-6-(6-dimethylamino-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)benzaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: potassium tert-butylate / tetrahydrofuran / 24 h / 60 °C

2: palladium on activated charcoal; hydrogen / ethanol

3: palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 5.5 h / 100 °C / Inert atmosphere

With palladium on activated charcoal; potassium tert-butylate; hydrogen; palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; ethanol; 3: |Buchwald-Hartwig Coupling;
DOI:10.1021/op4001077

Reference yield:

: 3-(DIMETHYLAMINO)-BENZENEPROPANOIC ACID

: 1462328-78-4
2-chloro-6-(6-dimethylamino-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)benzaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: sodium azide; chloroformic acid ethyl ester; triethylamine / acetone

2: toluene / 110 °C

3: aluminum (III) chloride / dichloromethane / 25 °C

4: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 5.5 h / 100 °C / Inert atmosphere

With aluminum (III) chloride; sodium azide; palladium diacetate; chloroformic acid ethyl ester; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane; acetone; toluene; 2: |Curtius Rearrangement / 3: |Friedel-Crafts Acylation / 4: |Buchwald-Hartwig Coupling;
DOI:10.1021/op4001077