methyl 3-(benzyloxy)-6-(5-(3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl)pent-1-ynyl)picolinate

Base Information

• Chemical Name: methyl 3-(benzyloxy)-6-(5-(3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl)pent-1-ynyl)picolinate
• CAS No.: 1585949-28-5
• Molecular Formula: C₃₀H₂₉N₃O₃
• Molecular Weight: 479.579
• Mol file: 1585949-28-5.mol

Synonyms:

Chemical Property of methyl 3-(benzyloxy)-6-(5-(3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl)pent-1-ynyl)picolinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(benzyloxy)-6-(5-(3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl)pent-1-ynyl)picolinate

There total 8 articles about methyl 3-(benzyloxy)-6-(5-(3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl)pent-1-ynyl)picolinate 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:

tetrahydrobetacarboline (16502-01-5) + C19H18BrNO3 → methyl 3-(benzyloxy)-6-(5-(3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl)pent-1-ynyl)picolinate (1585949-28-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 0.5h; Microwave irradiation;

DOI:10.2174/1573406414666180112105657

Reference yield:

methyl 3-(benzyloxy)-6-bromopyridine-2-carboxylate (1235142-25-2) → methyl 3-(benzyloxy)-6-(5-(3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl)pent-1-ynyl)picolinate (1585949-28-5)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 4 h / Reflux

3: potassium carbonate / acetonitrile / 24 h / Reflux

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; In dichloromethane; acetonitrile; 1: |Sonogashira Cross-Coupling;

DOI:10.1039/c4cc00561a

Reference yield:

methyl 3-(benzyloxy)-6-(5-hydroxypent-1-ynyl)picolinate (1585949-24-1) → methyl 3-(benzyloxy)-6-(5-(3,4-dihydro-1H-pyrido[3,4-b]indol-2(9H)-yl)pent-1-ynyl)picolinate (1585949-28-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 4 h / Reflux

2: potassium carbonate / acetonitrile / 24 h / Reflux

With potassium carbonate; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1039/c4cc00561a

upstream raw materials:

methyl 3-(benzyloxy)-6-(5-hydroxypent-1-ynyl)picolinate

tetrahydrobetacarboline

3-hydroxypyridine-2-carboxylic acid

methyl 3-hydroxypicolinate