1-(methoxymethyl)-9H-pyrido[3,4-b]indole

Base Information

• Chemical Name: 1-(methoxymethyl)-9H-pyrido[3,4-b]indole
• CAS No.: 55854-60-9
• Molecular Formula: C₁₃H₁₂N₂O
• Molecular Weight: 212.251
• NSC Number: 149848
• DSSTox Substance ID: DTXSID00419310
• Nikkaji Number: J1.042.237J
• Wikidata: Q82230275
• Metabolomics Workbench ID: 131766
• ChEMBL ID: CHEMBL3400671
• Mol file: 55854-60-9.mol

Synonyms:1-methoxymethyl-beta-carboline;55854-60-9;1-(methoxymethyl)-9H-pyrido[3,4-b]indole;NSC149848;1-Methoxymethyl-|A-carboline;SCHEMBL5053765;CHEMBL3400671;DTXSID00419310;HY-N11016;AKOS040734740;NSC-149848;CS-0638196

Chemical Property of 1-(methoxymethyl)-9H-pyrido[3,4-b]indole

Chemical Property:

• Vapor Pressure: 3.23E-06mmHg at 25°C
• XLogP3: 2
• 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:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COCC1=NC=CC2=C1NC3=CC=CC=C23

Technology Process of 1-(methoxymethyl)-9H-pyrido[3,4-b]indole

There total 6 articles about 1-(methoxymethyl)-9H-pyrido[3,4-b]indole 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: 65.3%

tryptamine (61-54-1) + methoxyacetaldehyde (10312-83-1) → 1-methoxymethyl-β-carboline (55854-60-9)

Guidance literature:

With acid;

DOI:10.3987/com-98-8378

Reference yield: 13.0%

C13H16N2O2 → 1-methoxymethyl-β-carboline (55854-60-9)

Guidance literature:

C₁₃H₁₆N₂O₂; With trifluoromethylsulfonic anhydride; Triphenylphosphine oxide; In chlorobenzene; at 20 - 130 ℃; for 2h;

With manganese(IV) oxide; In chlorobenzene; at 130 ℃; for 4h;

DOI:10.1016/j.tet.2016.08.014

Reference yield:

tryptamine (61-54-1) → 1-methoxymethyl-β-carboline (55854-60-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / dichloromethane / 23 h / 20 °C

2.1: trifluoromethylsulfonic anhydride; Triphenylphosphine oxide / chlorobenzene / 2 h / 20 - 130 °C

2.2: 4 h / 130 °C

With pyridine; trifluoromethylsulfonic anhydride; Triphenylphosphine oxide; In dichloromethane; chlorobenzene;

DOI:10.1016/j.tet.2016.08.014

upstream raw materials:

methoxyacetaldehyde dimethylacetal

Trp

tryptamine

methoxyacetaldehyde

Downstream raw materials:

picrasidine O