tert-butyl 4-(1-methyl-4-oxo-1,4-dihydroquinolin-3-yl)benzoate

Base Information

• Chemical Name: tert-butyl 4-(1-methyl-4-oxo-1,4-dihydroquinolin-3-yl)benzoate
• CAS No.: 1338224-06-8
• Molecular Formula: C₂₁H₂₁NO₃
• Molecular Weight: 335.403
• Mol file: 1338224-06-8.mol

Synonyms:

Chemical Property of tert-butyl 4-(1-methyl-4-oxo-1,4-dihydroquinolin-3-yl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-(1-methyl-4-oxo-1,4-dihydroquinolin-3-yl)benzoate

There total 4 articles about tert-butyl 4-(1-methyl-4-oxo-1,4-dihydroquinolin-3-yl)benzoate 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: 10.0%

(4-(tert-butoxycarbonyl)phenyl)boronic acid (850568-54-6) + 3-bromo-1-methylquinolin-4(1H)-one → tert-butyl 4-(1-methyl-4-oxo-1,4-dihydroquinolin-3-yl)benzoate (1338224-06-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; at 150 ℃; for 0.333333h; Inert atmosphere; Sealed vial; Heating; Microwave irradiation;

DOI:10.1021/jm200808v

Reference yield:

1-methyl-4-quinolone (83-54-5) → tert-butyl 4-(1-methyl-4-oxo-1,4-dihydroquinolin-3-yl)benzoate (1338224-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / 1,4-dioxane; chloroform / 0.08 h / 23 °C / Inert atmosphere

1.2: 0 - 23 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane / 0.33 h / 150 °C / Inert atmosphere; Sealed vial; Heating; Microwave irradiation

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; chloroform; 2.1: Suzuki-Miyaura coupling;

DOI:10.1021/jm200808v

Reference yield:

C10H11NO2 (1338224-05-7) → tert-butyl 4-(1-methyl-4-oxo-1,4-dihydroquinolin-3-yl)benzoate (1338224-06-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanesulfonic acid; phosphorus pentoxide / 3 h / 110 °C

2.1: hydrogenchloride / 1,4-dioxane; chloroform / 0.08 h / 23 °C / Inert atmosphere

2.2: 0 - 23 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane / 0.33 h / 150 °C / Inert atmosphere; Sealed vial; Heating; Microwave irradiation

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; methanesulfonic acid; phosphorus pentoxide; sodium carbonate; In 1,4-dioxane; chloroform; 1.1: Friedel Crafts acylation / 3.1: Suzuki-Miyaura coupling;

DOI:10.1021/jm200808v

upstream raw materials:

(4-(tert-butoxycarbonyl)phenyl)boronic acid

1-methyl-4-quinolone

C₁₀H₁₁NO₂

N-methylaniline

Refernces