2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

Base Information

• Chemical Name: 2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
• CAS No.: 19686-05-6
• Molecular Formula: C13H16N2
• Molecular Weight: 200.283
• Hs Code.: 2933990090
• European Community (EC) Number: 700-395-6
• DSSTox Substance ID: DTXSID70173351
• Nikkaji Number: J85.827G
• Wikidata: Q72472140
• ChEMBL ID: CHEMBL303192
• Mol file: 19686-05-6.mol

Synonyms:2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole;19686-05-6;DEHYDROSTOBADINE;2,8-dimethyl-1,3,4,5-tetrahydropyrido[4,3-b]indole;BRN 0958096;1H-Pyrido(4,3-b)indole, 2,3,4,5-tetrahydro-2,8-dimethyl-;2,3,4,5-Tetrahydro-2,8-dimethyl-1H-pyrido(4,3-b)indole;1H-Pyrido[4,3-b]indole, 2,3,4,5-tetrahydro-2,8-dimethyl-;5-23-07-00381 (Beilstein Handbook Reference);2,8-dimethyl-2,3,4,5-tetrahydro-1h-pyrido(4,3-b)indole;2,3,4,5-tetrahydro-2,8-dimethyl-1H-pyrido[4,3-b]indole;Probes1_000106;Probes2_000324;Cambridge id 5161544;Oprea1_301007;Oprea1_561845;CBDivE_010708;SCHEMBL167500;CHEMBL303192;DTXSID70173351;BDBM50478797;MFCD00452533;STK315363;AKOS000265972;AC-7652;SS-3096;NCGC00245301-01;LS-133626;A4308;BB 0254177;CS-0062517;FT-0645973;J-507546;2, 8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole;2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido (4,3-b) indole;2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]-indole;2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole #

Chemical Property of 2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 156-158°C
• Refractive Index: 1.645
• Boiling Point: 342.1 °Cat760mmHg
• PKA: 17.59±0.20(Predicted)
• Flash Point: 160.7 °C
• PSA: 19.03000
• Density: 1.137 g/cm³
• LogP: 2.40210
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 200.131348519
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC3=C2CN(CC3)C
• Uses: 2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

Technology Process of 2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

There total 25 articles about 2,8-Dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-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: 97.0%

triethylene glucol monomethyl ether (112-35-6,95507-80-5) + allyl bromide (106-95-6) → allyloxytri(ethylene glycol) monomethyl ether (19685-21-3,27252-80-8)

Guidance literature:

triethylene glucol monomethyl ether; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

allyl bromide; In tetrahydrofuran; mineral oil; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/pola.28924

Reference yield: 92.0%

tert-butyl 8-methyl-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indole-2-carboxylate (1060980-53-1) → 2.8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (19686-05-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Inert atmosphere; Reflux;

Reference yield: 91.0%

1-Methyl-4-piperidone (1445-73-4) + N-4-methylphenylhydrazine (539-44-6) → 2.8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (19686-05-6)

Guidance literature:

With L-(+)-tartaric acid-urea melt; at 90 ℃;

DOI:10.1021/ol302034r

upstream raw materials:

1-Methyl-4-piperidone

N-4-methylphenylhydrazine

p-tolylhydrazine hydrochloride

1-methylpiperidin-4-one hydrochloride

Downstream raw materials:

5-benzyl-2,3,4,5-tetrahydro-2,8-dimethyl-1H-pyrido[4,3-b]indole trifluoroacetate

2,3,4,5-tetrahydro-2,8-dimethyl-5-(4-methylphenethyl)-1H-pyrido[4,3-b]indole trifluoroacetate salt

2,8-dimethyl-5-[2-(pyridin-4-yl)ethyl]-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

5-(2-(4-ethoxyphenyl)ethyl)-2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

Refernces

• 1、 Lizarzaburu, Mike E.,Shuttleworth, Stephen J.. "1,2,3,4-Tetrahydro-γ-carbolinium salts: Novel reactions with thiols, mediated by polymer-supported reagents". . p. 4781 - 4783. Retrieved 2004.
• 2、 Shin, Hyunseo,Moon, Bongjin. "Careful investigation of the hydrosilylation of olefins at poly(ethylene glycol) chain ends and development of a new silyl hydride to avoid side reactions". . p. 527 - 536. Retrieved 2018/01/27.