2-(3-chloro-2-(hydroxymethyl)phenyl)-6-(dimethylamino)-3,4-dihydroisoquinolin-1(2H)-one

Base Information

Chemical Name:2-(3-chloro-2-(hydroxymethyl)phenyl)-6-(dimethylamino)-3,4-dihydroisoquinolin-1(2H)-one
CAS No.:1462328-86-4
Molecular Formula:C₁₈H₁₉ClN₂O₂
Molecular Weight:330.814
Hs Code.:

Synonyms:2-(3-chloro-2-(hydroxymethyl)phenyl)-6-(dimethylamino)-3,4-dihydroisoquinolin-1(2H)-one

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Chemical Property of 2-(3-chloro-2-(hydroxymethyl)phenyl)-6-(dimethylamino)-3,4-dihydroisoquinolin-1(2H)-one

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Technology Process of 2-(3-chloro-2-(hydroxymethyl)phenyl)-6-(dimethylamino)-3,4-dihydroisoquinolin-1(2H)-one

There total 17 articles about 2-(3-chloro-2-(hydroxymethyl)phenyl)-6-(dimethylamino)-3,4-dihydroisoquinolin-1(2H)-one 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: 94.0%

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

: 1462328-86-4
2-(3-chloro-2-(hydroxymethyl)phenyl)-6-(dimethylamino)-3,4-dihydroisoquinolin-1(2H)-one

Guidance literature:: With sodium tetrahydroborate; In dichloromethane; isopropyl alcohol; at 5 ℃; for 1h;
DOI:10.1021/op4001077

Reference yield:

: 3-(DIMETHYLAMINO)-BENZENEPROPANOIC ACID

: 1462328-86-4
2-(3-chloro-2-(hydroxymethyl)phenyl)-6-(dimethylamino)-3,4-dihydroisoquinolin-1(2H)-one

Guidance literature:: Multi-step reaction with 5 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

5: sodium tetrahydroborate / isopropyl alcohol; dichloromethane / 1 h / 5 °C

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

Reference yield:

: 6-(dimethylamino)isoquinolin-1(2H)-one

: 1462328-86-4
2-(3-chloro-2-(hydroxymethyl)phenyl)-6-(dimethylamino)-3,4-dihydroisoquinolin-1(2H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: palladium on activated charcoal; hydrogen / ethanol

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

3: sodium tetrahydroborate / isopropyl alcohol; dichloromethane / 1 h / 5 °C

With sodium tetrahydroborate; palladium on activated charcoal; hydrogen; palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; ethanol; dichloromethane; isopropyl alcohol; 2: |Buchwald-Hartwig Coupling;
DOI:10.1021/op4001077