N-(7-chloro-3-oxo-2-propyl-2,3-dihydroisoquinolin-4-yl)-N-(prop-2-ynyl)benzamide

Base Information

Chemical Name:N-(7-chloro-3-oxo-2-propyl-2,3-dihydroisoquinolin-4-yl)-N-(prop-2-ynyl)benzamide
CAS No.:1426687-94-6
Molecular Formula:C₂₂H₁₉ClN₂O₂
Molecular Weight:378.858
Hs Code.:

Synonyms:N-(7-chloro-3-oxo-2-propyl-2,3-dihydroisoquinolin-4-yl)-N-(prop-2-ynyl)benzamide

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Chemical Property of N-(7-chloro-3-oxo-2-propyl-2,3-dihydroisoquinolin-4-yl)-N-(prop-2-ynyl)benzamide

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Technology Process of N-(7-chloro-3-oxo-2-propyl-2,3-dihydroisoquinolin-4-yl)-N-(prop-2-ynyl)benzamide

There total 3 articles about N-(7-chloro-3-oxo-2-propyl-2,3-dihydroisoquinolin-4-yl)-N-(prop-2-ynyl)benzamide 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: 72.0%

: 627-36-1
n-propyl isocyanide

: 1426688-47-2
4-chloro-2-(1,3-dioxolan-2-yl)benzaldehyde

: 65-85-0,8013-63-6
benzoic acid

: 2450-71-7
Propargylamine

: 1426687-94-6
N-(7-chloro-3-oxo-2-propyl-2,3-dihydroisoquinolin-4-yl)-N-(prop-2-ynyl)benzamide

Guidance literature:: n-propyl isocyanide; 4-chloro-2-(1,3-dioxolan-2-yl)benzaldehyde; benzoic acid; Propargylamine; In methanol; at 20 ℃; for 12h; Inert atmosphere;

With perchloric acid; In water; acetonitrile; at 20 ℃; for 8h; Inert atmosphere;
DOI:10.1021/co400001h

Reference yield:

: 1187647-98-8
2-(2-bromo-5-chlorophenyl)-1,3-dioxolane

: 1426687-94-6
N-(7-chloro-3-oxo-2-propyl-2,3-dihydroisoquinolin-4-yl)-N-(prop-2-ynyl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / -78 - -30 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: methanol / 12 h / 20 °C / Inert atmosphere

2.2: 8 h / 20 °C / Inert atmosphere

With n-butyllithium; In tetrahydrofuran; methanol; 2.1: |Ugi Condensation;
DOI:10.1021/co400001h

Reference yield:

: 174265-12-4
2-bromo-5-chlorobenzaldehyde

: 1426687-94-6
N-(7-chloro-3-oxo-2-propyl-2,3-dihydroisoquinolin-4-yl)-N-(prop-2-ynyl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / toluene / 18 h / Reflux; Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / -78 - -30 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: methanol / 12 h / 20 °C / Inert atmosphere

3.2: 8 h / 20 °C / Inert atmosphere

With n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; toluene; 3.1: |Ugi Condensation;
DOI:10.1021/co400001h