3-chloro-4-[[1-(naphthalen-2-ylmethyl)indolin-5-yl]oxy]benzonitrile

Base Information

• Chemical Name: 3-chloro-4-[[1-(naphthalen-2-ylmethyl)indolin-5-yl]oxy]benzonitrile
• CAS No.: 170148-16-0
• Molecular Formula: C₂₆H₁₉ClN₂O
• Molecular Weight: 410.903
• Mol file: 170148-16-0.mol

Synonyms:3-chloro-4-[[1-(naphthalen-2-ylmethyl)indolin-5-yl]oxy]benzonitrile

Chemical Property of 3-chloro-4-[[1-(naphthalen-2-ylmethyl)indolin-5-yl]oxy]benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-chloro-4-[[1-(naphthalen-2-ylmethyl)indolin-5-yl]oxy]benzonitrile

There total 5 articles about 3-chloro-4-[[1-(naphthalen-2-ylmethyl)indolin-5-yl]oxy]benzonitrile 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: 84.0%

2-bromomethylnaphthyl bromide (939-26-4) + 3-chloro-4-(indolin-5-yloxy)benzonitrile (170147-39-4) → 3-chloro-4-[[1-(naphthalen-2-ylmethyl)indolin-5-yl]oxy]benzonitrile (170148-16-0)

Guidance literature:

With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 7h;

DOI:10.1248/cpb.48.1689

Reference yield:

5-benzyloxy-1H-indole (1215-59-4) → 3-chloro-4-[[1-(naphthalen-2-ylmethyl)indolin-5-yl]oxy]benzonitrile (170148-16-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 89 percent / DMAP / acetonitrile / 2 h / 20 °C

2: 96 percent / H₂ / 10 percent Pd/C / ethanol / 6 h / 20 °C

3: K₂CO₃ / dimethylformamide / 2 h / 80 °C

4: trifluoroacetic acid / 1 h / 20 °C

5: 84 percent / KI; K₂CO₃ / dimethylformamide / 7 h / 20 °C

With dmap; hydrogen; potassium carbonate; trifluoroacetic acid; potassium iodide; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1248/cpb.48.1689

Reference yield:

tert-butyl 5-(benzyloxy)-1H-indole-1-carboxylate (170147-29-2) → 3-chloro-4-[[1-(naphthalen-2-ylmethyl)indolin-5-yl]oxy]benzonitrile (170148-16-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / H₂ / 10 percent Pd/C / ethanol / 6 h / 20 °C

2: K₂CO₃ / dimethylformamide / 2 h / 80 °C

3: trifluoroacetic acid / 1 h / 20 °C

4: 84 percent / KI; K₂CO₃ / dimethylformamide / 7 h / 20 °C

With hydrogen; potassium carbonate; trifluoroacetic acid; potassium iodide; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.48.1689

upstream raw materials:

2-bromomethylnaphthyl bromide

3-chloro-4-(indolin-5-yloxy)benzonitrile

5-benzyloxy-1H-indole

tert-butyl 5-hydroxy-2,3-dihydroindole-1-carboxylate