ethyl 9-(benzyloxy)-5-chloro-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2-carboxylate

Base Information

• Chemical Name: ethyl 9-(benzyloxy)-5-chloro-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2-carboxylate
• CAS No.: 922507-15-1
• Molecular Formula: C₂₁H₂₀ClNO₃
• Molecular Weight: 369.848
• Mol file: 922507-15-1.mol

Synonyms:ethyl 9-(benzyloxy)-5-chloro-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2-carboxylate

Chemical Property of ethyl 9-(benzyloxy)-5-chloro-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 9-(benzyloxy)-5-chloro-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2-carboxylate

There total 8 articles about ethyl 9-(benzyloxy)-5-chloro-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-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: 94.0%

ethyl 4-(benzyloxy)-1-(2-chloro-allyl)-7-iodo-1H-indole-2-carboxylate (922507-03-7) → ethyl 9-(benzyloxy)-5-chloro-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2-carboxylate (922507-15-1)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 0.75h; Heating;

DOI:10.3390/10121446

Reference yield: 92.0%

ethyl 4-(benzyloxy)-7-bromo-1-(2-chloro-allyl)-1H-indole-2-carboxylate (922507-06-0) → ethyl 9-(benzyloxy)-5-chloro-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2-carboxylate (922507-15-1)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 0.75h; Heating;

DOI:10.3390/10121446

Reference yield:

(Z)-2-Azido-3-(2-benzyloxy-5-bromo-phenyl)-acrylic acid ethyl ester → ethyl 9-(benzyloxy)-5-chloro-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-2-carboxylate (922507-15-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / chlorobenzene / 1 h / Heating

2: 100 percent / potassium carbonate; sodium iodide / dimethylformamide / 24 h / 50 °C

3: 92 percent / Bu₃SnH; AIBN / benzene / 0.75 h / Heating

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium carbonate; sodium iodide; In N,N-dimethyl-formamide; chlorobenzene; benzene;

DOI:10.3390/10121446

upstream raw materials:

ethyl 4-(benzyloxy)-7-bromo-1-(2-chloro-allyl)-1H-indole-2-carboxylate

ethyl 4-(benzyloxy)-1-(2-chloro-allyl)-7-iodo-1H-indole-2-carboxylate

ethyl 4-(benzyloxy)-7-iodo-1H-indole-2-carboxylate

4-benzyloxy-1H-indole-2-carboxylic acid ethyl ester