3-(1-Methylpiperidin-4-YL)-1H-indole

Base Information

• Chemical Name: 3-(1-Methylpiperidin-4-YL)-1H-indole
• CAS No.: 17403-07-5
• Molecular Formula: C₁₄H₁₈N₂
• Molecular Weight: 214.31
• Hs Code.: 2933990090
• UNII: 7NSM99C49F
• DSSTox Substance ID: DTXSID90169751
• Nikkaji Number: J571.001D
• Wikidata: Q27268624
• ChEMBL ID: CHEMBL341485
• Mol file: 17403-07-5.mol

Synonyms:17403-07-5;3-(1-METHYLPIPERIDIN-4-YL)-1H-INDOLE;3-(N-METHYLPIPERIDINYL)INDOLE;3-(1-Methyl-4-piperidinyl)indole;3-(1-Methyl-4-piperidinyl)-1H-indole;1H-Indole, 3-(1-methyl-4-piperidinyl)-;UNII-7NSM99C49F;7NSM99C49F;CHEMBL341485;Naratriptan Impurity A;Naratriptan hydrochloride impurity, 3-(1-methylpiperidin-4-yl)-1H-indole- [USP];Indole, 3-(1-methyl-4-piperidyl)- (8CI);Naratriptan Related Compound A;SCHEMBL3256692;DTXSID90169751;KYSCKYJNMTUJPA-UHFFFAOYSA-N;BDBM50231652;MFCD07776765;3-(1-methyl-2-piperidyl)-1H-indole;AS-63852;FT-0672018;A811600;J-010962;Q27268624;NARATRIPTAN HYDROCHLORIDE IMPURITY, 3-(1-METHYLPIPERIDIN-4-YL)-1H-INDOLE- [USP IMPURITY]

Chemical Property of 3-(1-Methylpiperidin-4-YL)-1H-indole

Chemical Property:

• Vapor Pressure: 9E-06mmHg at 25°C
• Refractive Index: 1.618
• Boiling Point: 373.4°Cat760mmHg
• Flash Point: 179.6°C
• PSA: 19.03000
• Density: 1.103g/cm³
• LogP: 2.91500
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 214.146998583
• Heavy Atom Count: 16
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

3-(N-Methylpiperidinyl)indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(CC1)C2=CNC3=CC=CC=C32
• Uses: A piperidine-indole compound as 5-HT6 receptor inhibitor. A piperidine-indole compound as 5-HT6 receptor inhibitor. Naratriptan (N378730) impurity A.

Technology Process of 3-(1-Methylpiperidin-4-YL)-1H-indole

There total 5 articles about 3-(1-Methylpiperidin-4-YL)-1H-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: 91.0%

→ 3-(1-methylpiperidin-4-yl)-1H-indole (17403-07-5)

Guidance literature:

Reference yield: 80.0%

1-methyl-4-methylene-1-azacyclohexane (13669-28-8) + carbon monoxide (201230-82-2) + phenylhydrazine (100-63-0) → 3-(1-methylpiperidin-4-yl)-1H-indole (17403-07-5)

Guidance literature:

With sulfuric acid; hydrogen; Rh(acac)2(CO)2; at 100 ℃; for 72h; under 45003.6 Torr;

DOI:10.1021/jo050464l

Reference yield: 72.0%

N-methyl-4-hydroxypiperidine (106-52-5) + indole (120-72-9) → 3-(1-methylpiperidin-4-yl)-1H-indole (17403-07-5)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; caesium carbonate; at 150 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.tet.2016.03.007

upstream raw materials:

1-methyl-4-methylene-1-azacyclohexane

carbon monoxide

phenylhydrazine

1-Methyl-4-piperidone

Refernces

• 1、 -. "PIPERIDINE-INDOLE COMPOUNDS HAVING 5-HT6 AFFINITY". Page/Page column 14. . Retrieved 2010/11/28.
• 2、 -. "Piperidine-indole compounds having 5-HT6 affinity". . . Retrieved 2008/06/13.