8,9-dihydropyrido[1,2-a]indol-6(7H)-one

Base Information

• Chemical Name: 8,9-dihydropyrido[1,2-a]indol-6(7H)-one
• CAS No.: 91486-93-0
• Molecular Formula: C12H11NO
• Molecular Weight: 185.225
• DSSTox Substance ID: DTXSID30454618
• Nikkaji Number: J2.715.477H
• ChEMBL ID: CHEMBL4249680

Synonyms:91486-93-0;8,9-dihydropyrido[1,2-a]indol-6(7H)-one;8,9-dihydro-7H-pyrido[1,2-a]indol-6-one;6,7,8,9-tetrahydropyrido[1,2-a]indol-6-one;SCHEMBL7278393;CHEMBL4249680;DTXSID30454618;JLPLVGUCKRNQLP-UHFFFAOYSA-N;AKOS006320678;8,9-Dihydropyrido[1,2-a]indole-6(7H)-one

Chemical Property of 8,9-dihydropyrido[1,2-a]indol-6(7H)-one

Chemical Property:

• PSA: 22.00000
• LogP: 2.61780
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 185.084063974
• Heavy Atom Count: 14
• Complexity: 251

Purity/Quality:

8,9-dihydro-Pyrido[1,2-a]indol-6(7H)-one 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC3=CC=CC=C3N2C(=O)C1

Technology Process of 8,9-dihydropyrido[1,2-a]indol-6(7H)-one

There total 9 articles about 8,9-dihydropyrido[1,2-a]indol-6(7H)-one 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: 90.0%

4-(1H-indol-2-yl)butanoic acid (29873-09-4) → 6,7,8,9-tetrahydropyrido[1,2-a]indol-6-one (91486-93-0)

Guidance literature:

In toluene; for 36h; Reflux; Inert atmosphere;

DOI:10.1002/jhet.22

Reference yield: 88.0%

<2-(2,6-dioxopiperidin-1-yl)phenylmethyl>triphenylphosphonium bromide (91486-91-8) → 6,7,8,9-tetrahydropyrido[1,2-a]indol-6-one (91486-93-0)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; for 12h; Heating;

Reference yield: 85.0%

7,8-dihydropyrido[1,2-a]indole-6,9-dione → 6,7,8,9-tetrahydropyrido[1,2-a]indol-6-one (91486-93-0)

Guidance literature:

With triethylsilane; trifluoroacetic acid; at 20 ℃; for 24h;

DOI:10.1016/j.bmcl.2018.06.001

upstream raw materials:

<2-(2,6-dioxopiperidin-1-yl)phenylmethyl>triphenylphosphonium bromide

4-(1H-indol-2-yl)butanoic acid

C₁₂H₁₂ClNO

indole

Downstream raw materials:

(+/-)-8,9-dihydro-10-methyl-7-<(5-methyl-1H-imidazol-4-yl)methyl>pyrido<1,2-a>indol-6(7H)-one

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