3-Methyl-9H-pyrido[2,3-b]indole

Base Information

• Chemical Name: 3-Methyl-9H-pyrido[2,3-b]indole
• CAS No.: 76162-60-2
• Molecular Formula: C₁₂H₁₀N₂
• Molecular Weight: 182.225
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10503855
• Nikkaji Number: J1.020.108J
• Wikidata: Q82357930
• Mol file: 76162-60-2.mol

Synonyms:3-Methyl-9H-pyrido[2,3-b]indole;76162-60-2;9H-Pyrido[2,3-b]indole,3-methyl-;3-METHYL ALPHA-CARBOLINE;3-METHYL-1H-PYRIDO[2,3-B]INDOLE;3-Methyl ?-Carboline;3-Methyl alpha -Carboline;JHSB3 , approximately 80%;SCHEMBL3890352;DTXSID10503855;KZCHBHJWVHWOCE-UHFFFAOYSA-N;3-Methyl-a-carboline, AldrichCPR;AKOS006326878;AKOS030240531;1198297-86-7;FT-0671605

Chemical Property of 3-Methyl-9H-pyrido[2,3-b]indole

Chemical Property:

• Melting Point: 269-271°C
• PSA: 28.68000
• LogP: 3.02450
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO, Methanol
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 182.084398327
• Heavy Atom Count: 14
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

3-Methylα-Carboline ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(NC3=CC=CC=C32)N=C1
• Uses: 3-Methyl α-Carboline is used in the synthesis of carbolines by photostimulated cyclization of anilinohalopyridines.

Technology Process of 3-Methyl-9H-pyrido[2,3-b]indole

There total 3 articles about 3-Methyl-9H-pyrido[2,3-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:

3-bromo-5-methyl-N-phenylpyridine-2-amine → 5-methyl-N-phenyl-2-aminopyridine (43191-23-7) + 3-methyl-9H-pyrido[2,3-b]indole (76162-60-2)

Guidance literature:

With palladium diacetate; triethylamine; In N,N-dimethyl acetamide; at 130 ℃; for 5h; Reagent/catalyst; Inert atmosphere;

DOI:10.1016/j.tet.2014.06.100

Reference yield:

3-bromo-5-methylpyridin-2-amine (17282-00-7) → 5-methyl-N-phenyl-2-aminopyridine (43191-23-7) + 3-methyl-9H-pyrido[2,3-b]indole (76162-60-2)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / tert-butyl alcohol / Reflux; Inert atmosphere

2: palladium diacetate; triethylamine / N,N-dimethyl acetamide / 5 h / 130 °C / Inert atmosphere

With palladium diacetate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl acetamide; tert-butyl alcohol;

DOI:10.1016/j.tet.2014.06.100

Reference yield:

iodobenzene (591-50-4) → 5-methyl-N-phenyl-2-aminopyridine (43191-23-7) + 3-methyl-9H-pyrido[2,3-b]indole (76162-60-2)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; caesium carbonate / tert-butyl alcohol / Reflux; Inert atmosphere

2: palladium diacetate; triethylamine / N,N-dimethyl acetamide / 5 h / 130 °C / Inert atmosphere

With palladium diacetate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl acetamide; tert-butyl alcohol;

DOI:10.1016/j.tet.2014.06.100

upstream raw materials:

3-bromo-5-methylpyridin-2-amine

iodobenzene

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