1-(6-fluoro-3-methylisoquinolin-5-yl)-3-[(1R,3S)-3-(2-fluorophenyl)cyclopentyl]urea

Base Information

• Chemical Name: 1-(6-fluoro-3-methylisoquinolin-5-yl)-3-[(1R,3S)-3-(2-fluorophenyl)cyclopentyl]urea
• CAS No.: 1401075-85-1
• Molecular Formula: C₂₂H₂₁F₂N₃O
• Molecular Weight: 381.425
• Mol file: 1401075-85-1.mol

Synonyms:1-(6-fluoro-3-methylisoquinolin-5-yl)-3-[(1R,3S)-3-(2-fluorophenyl)cyclopentyl]urea

Chemical Property of 1-(6-fluoro-3-methylisoquinolin-5-yl)-3-[(1R,3S)-3-(2-fluorophenyl)cyclopentyl]urea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(6-fluoro-3-methylisoquinolin-5-yl)-3-[(1R,3S)-3-(2-fluorophenyl)cyclopentyl]urea

There total 5 articles about 1-(6-fluoro-3-methylisoquinolin-5-yl)-3-[(1R,3S)-3-(2-fluorophenyl)cyclopentyl]urea 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: 20.0%

2,2,2-trichloro-N-(6-fluoro-3-methylisoquinolin-5-yl)acetamide (1221445-04-0) + (3S)-3-(2-fluorophenyl)cyclopentanamine (1401075-51-1) → 1-(6-fluoro-3-methylisoquinolin-5-yl)-3-[(1R,3S)-3-(2-fluorophenyl)cyclopentyl]urea (1401075-85-1) + 1-(6-fluoro-3-methylisoquinolin-5-yl)-3-[(1S,3S)-3-(2-fluorophenyl)cyclopentyl]urea (1401075-88-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 10h;

Reference yield:

2-bromo-4-fluorobenzaldehyde (59142-68-6) → 1-(6-fluoro-3-methylisoquinolin-5-yl)-3-[(1R,3S)-3-(2-fluorophenyl)cyclopentyl]urea (1401075-85-1) + 1-(6-fluoro-3-methylisoquinolin-5-yl)-3-[(1S,3S)-3-(2-fluorophenyl)cyclopentyl]urea (1401075-88-4)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 4 h / 20 °C / Inert atmosphere; Cooling with ice; Sealed vessel

2: nitronium tetrafluoborate / sulfolane / 0.13 h / 35 - 71 °C / Inert atmosphere

3: hydrogen / methanol / 1 h / 20 °C / 1551.49 Torr / Sealed vessel; Inert atmosphere

4: pyridine / acetonitrile / 0.17 h / -10 °C

5: potassium carbonate / N,N-dimethyl-formamide / 10 h / 85 °C

With pyridine; nitronium tetrafluoborate; hydrogen; potassium carbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In sulfolane; methanol; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

6-fluoro-3-methylisoquinoline (1221445-02-8) → 1-(6-fluoro-3-methylisoquinolin-5-yl)-3-[(1R,3S)-3-(2-fluorophenyl)cyclopentyl]urea (1401075-85-1) + 1-(6-fluoro-3-methylisoquinolin-5-yl)-3-[(1S,3S)-3-(2-fluorophenyl)cyclopentyl]urea (1401075-88-4)

Guidance literature:

Multi-step reaction with 4 steps

1: nitronium tetrafluoborate / sulfolane / 0.13 h / 35 - 71 °C / Inert atmosphere

2: hydrogen / methanol / 1 h / 20 °C / 1551.49 Torr / Sealed vessel; Inert atmosphere

3: pyridine / acetonitrile / 0.17 h / -10 °C

4: potassium carbonate / N,N-dimethyl-formamide / 10 h / 85 °C

With pyridine; nitronium tetrafluoborate; hydrogen; potassium carbonate; In sulfolane; methanol; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

2-bromo-4-fluorobenzaldehyde

6-fluoro-3-methylisoquinoline

6-fluoro-3-methyl-5-nitroisoquinoline

6-fluoro-3-methylisoquinolin-5-amine