ethyl 3-{[(benzyloxy)carbonyl]amino}-7-bromo-6-fluoroquinoline-2-carboxylate

Base Information

• Chemical Name: ethyl 3-{[(benzyloxy)carbonyl]amino}-7-bromo-6-fluoroquinoline-2-carboxylate
• CAS No.: 1620239-32-8
• Molecular Formula: C₂₀H₁₆BrFN₂O₄
• Molecular Weight: 447.26
• Mol file: 1620239-32-8.mol

Synonyms:ethyl 3-{[(benzyloxy)carbonyl]amino}-7-bromo-6-fluoroquinoline-2-carboxylate

Chemical Property of ethyl 3-{[(benzyloxy)carbonyl]amino}-7-bromo-6-fluoroquinoline-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-{[(benzyloxy)carbonyl]amino}-7-bromo-6-fluoroquinoline-2-carboxylate

There total 5 articles about ethyl 3-{[(benzyloxy)carbonyl]amino}-7-bromo-6-fluoroquinoline-2-carboxylate 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: 68.0%

ethyl 3-amino-7-bromo-6-fluoroquinoline-2-carboxylate (1620239-31-7) + benzyl chloroformate (501-53-1,94274-21-2) → ethyl 3-{[(benzyloxy)carbonyl]amino}-7-bromo-6-fluoroquinoline-2-carboxylate (1620239-32-8)

Guidance literature:

With pyridine; In dichloromethane; at -10 - 20 ℃; for 2.08333h;

Reference yield:

2-amino-4-bromo-5-fluorobenzaldehyde (1620239-30-6) → ethyl 3-{[(benzyloxy)carbonyl]amino}-7-bromo-6-fluoroquinoline-2-carboxylate (1620239-32-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / ethanol / 1.33 h / 65 °C

1.2: 5 h / 65 - 85 °C

1.3: 3 h

2.1: pyridine / dichloromethane / 2.08 h / -10 - 20 °C

With pyridine; In ethanol; dichloromethane;

Reference yield:

4-bromo-5-fluoro-2-nitrobenzoic acid (1020717-99-0) → ethyl 3-{[(benzyloxy)carbonyl]amino}-7-bromo-6-fluoroquinoline-2-carboxylate (1620239-32-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 2.25 h / 0 - 40 °C

2.1: diisobutylaluminium hydride; methanol / dichloromethane / -78 - 20 °C

3.1: iron; acetic acid / water; ethanol / 2 h / 20 °C

4.1: pyridine / ethanol / 1.33 h / 65 °C

4.2: 5 h / 65 - 85 °C

4.3: 3 h

5.1: pyridine / dichloromethane / 2.08 h / -10 - 20 °C

With pyridine; methanol; iron; diisobutylaluminium hydride; potassium carbonate; acetic acid; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

2-amino-4-bromo-5-fluorobenzaldehyde

ethyl 3-amino-7-bromo-6-fluoroquinoline-2-carboxylate

benzyl chloroformate

4-bromo-5-fluoro-2-nitrobenzoic acid

Downstream raw materials:

3-{[(benzyloxy)carbonyl]amino}-6-fluoro-7-vinylquinoline-2-carboxylic acid

benzyl [(3S)-1-(3-{[(3-{[(benzyloxy)carbonyl]amino}-6-fluoro-7-vinylquinolin-2-yl)carbonyl]amino}pyridin-4-yl)piperidin-3-yl]carbamate