6-fluoro-N-(3-methoxybenzyl)-5-{2-[1-(methylsulfonyl)piperidin-4-yl]ethoxy}-4-oxo-3,4-dihydroquinazoline-2-carboxamide

Base Information

• Chemical Name: 6-fluoro-N-(3-methoxybenzyl)-5-{2-[1-(methylsulfonyl)piperidin-4-yl]ethoxy}-4-oxo-3,4-dihydroquinazoline-2-carboxamide
• CAS No.: 1092508-38-7
• Molecular Formula: C₂₅H₂₉FN₄O₆S
• Molecular Weight: 532.593
• Mol file: 1092508-38-7.mol

Synonyms:6-fluoro-N-(3-methoxybenzyl)-5-{2-[1-(methylsulfonyl)piperidin-4-yl]ethoxy}-4-oxo-3,4-dihydroquinazoline-2-carboxamide

Chemical Property of 6-fluoro-N-(3-methoxybenzyl)-5-{2-[1-(methylsulfonyl)piperidin-4-yl]ethoxy}-4-oxo-3,4-dihydroquinazoline-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-fluoro-N-(3-methoxybenzyl)-5-{2-[1-(methylsulfonyl)piperidin-4-yl]ethoxy}-4-oxo-3,4-dihydroquinazoline-2-carboxamide

There total 8 articles about 6-fluoro-N-(3-methoxybenzyl)-5-{2-[1-(methylsulfonyl)piperidin-4-yl]ethoxy}-4-oxo-3,4-dihydroquinazoline-2-carboxamide 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:

6-fluoro-N-(3-methoxybenzyl)-4-oxo-5-(2-piperidin-4-ylethoxy)-3,4-dihydroquinazoline-2-carboxamide (1193344-15-8) + methanesulfonyl chloride (124-63-0) → 6-fluoro-N-(3-methoxybenzyl)-5-{2-[1-(methylsulfonyl)piperidin-4-yl]ethoxy}-4-oxo-3,4-dihydroquinazoline-2-carboxamide (1092508-38-7)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield:

ethyl 5,6-difluoro-4-oxo-3,4-dihydroquinazoline-2-carboxylate (869294-99-5) → 6-fluoro-N-(3-methoxybenzyl)-5-{2-[1-(methylsulfonyl)piperidin-4-yl]ethoxy}-4-oxo-3,4-dihydroquinazoline-2-carboxamide (1092508-38-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / tetrahydrofuran / 48 h / 20 °C

2.1: sodium hydride / N,N-dimethyl acetamide / 0.08 h / 20 °C

2.2: 1 h / 60 °C

3.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

4.1: triethylamine / dichloromethane / 0.5 h / 20 °C

With sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;

Reference yield:

ethyl 5,6-difluoroanthranilate hydrochloride (869299-06-9) → 6-fluoro-N-(3-methoxybenzyl)-5-{2-[1-(methylsulfonyl)piperidin-4-yl]ethoxy}-4-oxo-3,4-dihydroquinazoline-2-carboxamide (1092508-38-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride; acetic acid / water / 3 h / 80 °C

2.1: triethylamine / tetrahydrofuran / 48 h / 20 °C

3.1: sodium hydride / N,N-dimethyl acetamide / 0.08 h / 20 °C

3.2: 1 h / 60 °C

4.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

5.1: triethylamine / dichloromethane / 0.5 h / 20 °C

With hydrogenchloride; sodium hydride; acetic acid; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water;

upstream raw materials:

6-fluoro-N-(3-methoxybenzyl)-4-oxo-5-(2-piperidin-4-ylethoxy)-3,4-dihydroquinazoline-2-carboxamide

methanesulfonyl chloride

ethyl 5,6-difluoro-4-oxo-3,4-dihydroquinazoline-2-carboxylate

5,6-difluoro-N-{[3-(methyloxy)phenyl]methyl}-4-oxo-3,4-dihydroquinazoline-2-carboxamide