3-Phenyl-pyrrolo[2,1-a]isoquinoline-1-carboxylic acid ethyl ester

Base Information

• Chemical Name: 3-Phenyl-pyrrolo[2,1-a]isoquinoline-1-carboxylic acid ethyl ester
• CAS No.: 123426-37-9
• Molecular Formula: C₂₁H₁₇NO₂
• Molecular Weight: 315.371
• Mol file: 123426-37-9.mol

Synonyms:3-Phenyl-pyrrolo[2,1-a]isoquinoline-1-carboxylic acid ethyl ester

Chemical Property of 3-Phenyl-pyrrolo[2,1-a]isoquinoline-1-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 3-Phenyl-pyrrolo[2,1-a]isoquinoline-1-carboxylic acid ethyl ester

There total 3 articles about 3-Phenyl-pyrrolo[2,1-a]isoquinoline-1-carboxylic acid ethyl ester 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: 49.0%

2-benzoyl-1-cyano-1,2-dihydroisoquinoline (844-25-7,55839-33-3) + acetylenedicarboxylic acid diethyl ester (762-21-0) → 3-Phenyl-pyrrolo[2,1-a]isoquinoline-1-carboxylic acid ethyl ester (123426-37-9)

Guidance literature:

With tetrafluoroboric acid; triethylamine; In N,N-dimethyl-formamide; for 3h;

Reference yield: 40.0%

ethyl pyrrolo[2,1-a]isoquinoline-1-carboxylate (1660143-83-8) + phenylboronic acid (98-80-6) → 3-Phenyl-pyrrolo[2,1-a]isoquinoline-1-carboxylic acid ethyl ester (123426-37-9)

Guidance literature:

With 2-Picolinic acid; oxygen; palladium diacetate; potassium hydrogencarbonate; In dimethyl sulfoxide; at 120 ℃; for 24h;

DOI:10.1039/c4ra03799e

Reference yield:

2-benzoyl-1-cyano-1,2-dihydroisoquinoline (844-25-7,55839-33-3) → 3-Phenyl-pyrrolo[2,1-a]isoquinoline-1-carboxylic acid ethyl ester (123426-37-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 15 percent / HBF₄, Et₃N / dimethylformamide / 2 h

2: Pb(AcO)4 / CH₂Cl₂; petroleum ether / 20 h / Ambient temperature

With lead(IV) acetate; tetrafluoroboric acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide; Petroleum ether;

upstream raw materials:

2-benzoyl-1-cyano-1,2-dihydroisoquinoline

acetylenedicarboxylic acid diethyl ester

ethyl pyrrolo[2,1-a]isoquinoline-1-carboxylate

phenylboronic acid