3-Ethoxy-beta-carboline

Base Information

• Chemical Name: 3-Ethoxy-beta-carboline
• CAS No.: 91985-81-8
• Molecular Formula: C₁₃H₁₂N₂O
• Molecular Weight: 212.251
• DSSTox Substance ID: DTXSID10919417
• Nikkaji Number: J341.643G
• Wikidata: Q82891922
• Pharos Ligand ID: NAYJYVDBFBZL
• ChEMBL ID: CHEMBL299250,CHEMBL498936
• Mol file: 91985-81-8.mol

Synonyms:3-ethoxy-beta-carboline

Chemical Property of 3-Ethoxy-beta-carboline

Chemical Property:

• Vapor Pressure: 2.03E-06mmHg at 25°C
• Boiling Point: 405.6°Cat760mmHg
• Flash Point: 135.2°C
• PSA: 37.91000
• Density: 1.25g/cm³
• LogP: 3.11480
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 212.094963011
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

3-ethoxy-9H-Pyrido[3,4-b]indole 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=NC=C2C(=C1)C3=CC=CC=C3N2

Technology Process of 3-Ethoxy-beta-carboline

There total 3 articles about 3-Ethoxy-beta-carboline 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:

ethanol (64-17-5) + 3-amino-9H-β-carboline (73834-77-2) → 3-Ethoxy-beta-carboline (91985-81-8)

Guidance literature:

With copper(I) thiocyanate; potassium thioacyanate; isopentyl nitrite; at -20 ℃; for 4h;

DOI:10.1021/jm00171a007

Reference yield:

N-(2-chlorophenyl)-6-ethoxypyridin-3-amine (1300728-00-0) → 2-ethoxy-5H-pyrido[3,2-b]indole (1300728-17-9) + 3-Ethoxy-beta-carboline (91985-81-8)

Guidance literature:

With palladium diacetate; potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate; In N,N-dimethyl acetamide; at 120 ℃; for 16h; regioselective reaction; Inert atmosphere; Sealed vessel;

DOI:10.1021/jo200425m

Reference yield:

5-bromo-2-ethoxypyridine (55849-30-4) + o-chloroaniline (95-51-2) → 2-ethoxy-5H-pyrido[3,2-b]indole (1300728-17-9) + 3-Ethoxy-beta-carboline (91985-81-8)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; caesium carbonate; XPhos / toluene / 15 h / 100 °C / Inert atmosphere

2: palladium diacetate; potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate / N,N-dimethyl acetamide / 16 h / 120 °C / Inert atmosphere; Sealed vessel

With palladium diacetate; potassium carbonate; caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate; XPhos; In N,N-dimethyl acetamide; toluene; 1: Buchwald-Hartwig amination / 2: Heck reaction;

DOI:10.1021/jo200425m

upstream raw materials:

ethanol

3-amino-9H-β-carboline

5-bromo-2-ethoxypyridine

o-chloroaniline