6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Base Information

• Chemical Name: 6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
• CAS No.: 20315-68-8
• Molecular Formula: C12H14N2O
• Molecular Weight: 202.256
• European Community (EC) Number: 633-838-6
• UNII: BR3W85U4GS
• DSSTox Substance ID: DTXSID30174203
• Nikkaji Number: J66.648C
• Wikipedia: Pinoline
• Wikidata: Q3905316
• ChEMBL ID: CHEMBL266084
• Mol file: 20315-68-8.mol

Synonyms:6-methoxy-1,2,3,4-tetrahydro beta-carboline;6-methoxy-1,2,3,4-tetrahydro-beta-carboline;6-methoxytetrahydronorharmane;6-methoxytryptoline;6-methoxytryptoline hydrochloride;6-methoxytryptoline monohydrochloride;pinoline

Chemical Property of 6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Chemical Property:

• Appearance/Colour: Tan photosensitive solid
• Vapor Pressure: 3.03E-06mmHg at 25°C
• Melting Point: 219-222 °C
• Refractive Index: 1.639
• Boiling Point: 388.6 °C at 760 mmHg
• Flash Point: 188.8 °C
• PSA: 37.05000
• Density: 1.198 g/cm³
• LogP: 2.15100
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 202.110613074
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

6-Methoxy-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)NC3=C2CCNC3
• Uses: 6-Methoxy-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole is a stain/dye. Dyes and metabolites.

Technology Process of 6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

There total 14 articles about 6-methoxy-2,3,4,9-tetrahydro-1H-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: 99.0%

6-methoxy-1,3,4,9-tetrahydropyrido[3,4-b]indole-2-carboxylic acid tert-butyl ester (1029578-08-2) → pinoline (20315-68-8)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 2h;

Reference yield: 95.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-(5-methoxyindol-3-yl)ethylamine (608-07-1) → pinoline (20315-68-8)

Guidance literature:

With chloro-trimethyl-silane;

DOI:10.1016/S0957-4166(00)86273-4

Reference yield: 90.0%

2-(5-methoxyindol-3-yl)ethylamine (608-07-1) → pinoline (20315-68-8)

Guidance literature:

With acetic acid; In methanol; at 80 ℃; for 1h;

DOI:10.1002/anie.201708893

upstream raw materials:

formaldehyd

2-(5-methoxyindol-3-yl)ethylamine

6-methoxy-2,3,4,9-tetrahydro-β-carbolin-1-one

5-methoxytryptamine hydrochloride

Downstream raw materials:

2-(2,6-Dimethoxy-benzyl)-6-methoxy-2,3,4,9-tetrahydro-1H-β-carboline

2-benzenesulfonyl-6-methoxy-2,3,4,9-tetrahydro-1H-β-carboline

6-methoxy-2,9-dimethyl-2,3,4,9-tetrahydro-1H-β-carboline

Refernces

• 1、 Sathish, Manda,Sakla, Akash P.,Nachtigall, Fabiane M.,Santos, Leonardo S.,Shankaraiah, Nagula. "TCCA-mediated oxidative rearrangement of tetrahydro-β-carbolines: Facile access to spirooxindoles and the total synthesis of (±)-coerulescine and (±)-horsfiline". . p. 16537 - 16546. Retrieved 2021/05/19.
• 2、 -. "Aromatic heterocyclic derivative and application thereof in medicine". Paragraph 0517; 0519-0520. . Retrieved 2020/02/08.