2-Methyltryptoline

Base Information

• Chemical Name: 2-Methyltryptoline
• CAS No.: 13100-00-0
• Molecular Formula: C12H14 N2
• Molecular Weight: 186.257
• Hs Code.: 2933990090
• NSC Number: 683435
• DSSTox Substance ID: DTXSID40156838
• Nikkaji Number: J92.834H
• Wikidata: Q83024951
• Metabolomics Workbench ID: 44079
• ChEMBL ID: CHEMBL69618
• Mol file: 13100-00-0.mol

Synonyms:2-methyl-1,2,3,4-tetrahydro-beta-carboline;2-methyltetrahydro-beta-carboline;2-methyltryptoline

Chemical Property of 2-Methyltryptoline

Chemical Property:

• Vapor Pressure: 0.000217mmHg at 25°C
• Melting Point: 216-217 °C
• Boiling Point: 326.4°Cat760mmHg
• PKA: 17.28±0.20(Predicted)
• Flash Point: 151.2°C
• PSA: 19.03000
• Density: 1.165g/cm³
• LogP: 2.09370
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 186.115698455
• Heavy Atom Count: 14
• Complexity: 216

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-Methyl-2,3,4,9-tetrahydro-1H-b-carboline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC2=C(C1)NC3=CC=CC=C23

Technology Process of 2-Methyltryptoline

There total 21 articles about 2-Methyltryptoline 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: 95.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + tetrahydrobetacarboline (16502-01-5) → 1,2,3,4-tetrahydro-2-methyl-9H-pyrido[3,4-b]indole (13100-00-0)

Guidance literature:

With sodium cyanoborohydride; In methanol; water; for 2h;

DOI:10.1021/ja102758v

Reference yield: 67.0%

Strychnocarpine (59156-98-8) → 1,2,3,4-tetrahydro-2-methyl-9H-pyrido[3,4-b]indole (13100-00-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.8b03266

Reference yield: 62.0%

diethyl 2-(1-(tert-butoxycarbonyl)-1'-methylspiro[indoline-3,3'-pyrrolidine]-2-yl)malonate → 1,2,3,4-tetrahydro-2-methyl-9H-pyrido[3,4-b]indole (13100-00-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 24h;

DOI:10.1021/jo1002714

upstream raw materials:

[2-(1H-indol-3-yl)-ethyl]-methylamine

tetrahydrobetacarboline

2-formyl-2,3,4,9-tetrahydro-1H-β-carboline

2-methyl-β-carboline-2-ium iodide

Downstream raw materials:

Toluene-4-sulfonate2-methyl-2-methylamino-2,3,4,9-tetrahydro-1H-β-carbolin-2-ium;

Toluene-4-sulfonate2-ethylamino-2-methyl-2,3,4,9-tetrahydro-1H-β-carbolin-2-ium;

4-(2-methyl-1,2,3,4-tetrahydro-β-carbolin-9-ylmethyl)benzoic acid methyl ester

N-hydroxy-4-(2-methyl-1,2,3,4-tetrahydro-β-carbolin-9-ylmethyl)benzamide trifluoroacetic acid salt

Refernces

• 1、 Han, Hui,Xia, Ji-Bao,Yang, Shang-Dong. "Pd/Cu Cocatalyzed Oxidative Tandem C-H Aminocarbonylation and Dehydrogenation of Tryptamines: Synthesis of Carbolinones". . p. 3357 - 3369. Retrieved 2019/04/06.
• 2、 -. "HDAC INHIBITORS AND THERAPEUTIC METHODS USING THE SAME". Page/Page column 49-50. . Retrieved 2011/02/24.