2-(thiophen-2-yl)-4-(1-tosylpiperidin-4-yl)quinazoline

Base Information

• Chemical Name: 2-(thiophen-2-yl)-4-(1-tosylpiperidin-4-yl)quinazoline
• CAS No.: 1264533-94-9
• Molecular Formula: C₂₄H₂₃N₃O₂S₂
• Molecular Weight: 449.598
• Mol file: 1264533-94-9.mol

Synonyms:

Chemical Property of 2-(thiophen-2-yl)-4-(1-tosylpiperidin-4-yl)quinazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(thiophen-2-yl)-4-(1-tosylpiperidin-4-yl)quinazoline

There total 7 articles about 2-(thiophen-2-yl)-4-(1-tosylpiperidin-4-yl)quinazoline 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:

2-Thiophenecarbonyl chloride (5271-67-0) → 2-(thiophen-2-yl)-4-(1-tosylpiperidin-4-yl)quinazoline (1264533-94-9)

Guidance literature:

Multi-step reaction with 7 steps

1: dichloromethane / 4 h

2: sodium hydroxide / ethanol / 2 h / Reflux

3: N,N-dimethyl-aniline; trichlorophosphate / 4 h / Reflux

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 °C / Inert atmosphere

5: palladium on carbon; ammonium formate / ethanol / 48 h / Reflux; Inert atmosphere

6: dichloromethane / 3 h / 0 - 20 °C

7: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 3 h / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium on carbon; ammonium formate; potassium carbonate; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; sodium hydroxide; trichlorophosphate; In 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; N,N-dimethyl-formamide; 4: Suzuki coupling;

DOI:10.1021/jm1008902

Reference yield:

2-thiophenylcarboxylic acid (527-72-0) → 2-(thiophen-2-yl)-4-(1-tosylpiperidin-4-yl)quinazoline (1264533-94-9)

Guidance literature:

Multi-step reaction with 8 steps

1: oxalyl dichloride / dichloromethane / 3 h / 20 °C

2: dichloromethane / 4 h

3: sodium hydroxide / ethanol / 2 h / Reflux

4: N,N-dimethyl-aniline; trichlorophosphate / 4 h / Reflux

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / N,N-dimethyl-formamide / 4 h / 100 °C / Inert atmosphere

6: palladium on carbon; ammonium formate / ethanol / 48 h / Reflux; Inert atmosphere

7: dichloromethane / 3 h / 0 - 20 °C

8: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 3 h / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; palladium on carbon; ammonium formate; potassium carbonate; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; sodium hydroxide; trichlorophosphate; In 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; N,N-dimethyl-formamide; 5: Suzuki coupling;

DOI:10.1021/jm1008902

Reference yield:

tert-butyl 4-[2-(thiophen-2-yl)quinazolin-4-yl]5,6-dihydropyridine-1(2H)-carboxylate (1264533-90-5) → 2-(thiophen-2-yl)-4-(1-tosylpiperidin-4-yl)quinazoline (1264533-94-9)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium on carbon; ammonium formate / ethanol / 48 h / Reflux; Inert atmosphere

2: dichloromethane / 3 h / 0 - 20 °C

3: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 3 h / 0 - 20 °C

With palladium on carbon; ammonium formate; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane;

DOI:10.1021/jm1008902

upstream raw materials:

2-Thiophenecarbonyl chloride

2-thiophenylcarboxylic acid

tert-butyl 4-[2-(thiophen-2-yl)quinazolin-4-yl]5,6-dihydropyridine-1(2H)-carboxylate

tert-butyl 4-[2-(thiophen-2-yl)quinazolin-4-yl]-piperidine-1-carboxylate