5-chloro-2-methyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

Base Information

• Chemical Name: 5-chloro-2-methyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole
• CAS No.: 54635-62-0
• Molecular Formula: C₁₄H₁₅ClN₂
• Molecular Weight: 246.739
• Hs Code.: 2933990090
• UNII: URZ93Y3D9J
• DSSTox Substance ID: DTXSID30436055
• Wikipedia: EMD-386088
• Wikidata: Q260375
• Pharos Ligand ID: LHMRYXHX4LQU
• ChEMBL ID: CHEMBL364005
• Mol file: 54635-62-0.mol

Synonyms:5-chloro-2-methyl-3-(1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole;EMD 386088;EMD-386088;EMD386088

Chemical Property of 5-chloro-2-methyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

Chemical Property:

• Vapor Pressure: 6.23E-09mmHg at 25°C
• Boiling Point: 461.9°C at 760 mmHg
• PKA: 16.73±0.30(Predicted)
• Flash Point: 233.1°C
• PSA: 27.82000
• Density: 1.242±0.06 g/cm3(Predicted)
• LogP: 4.63720
• Storage Temp.: Desiccate at RT
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 246.0923762
• Heavy Atom Count: 17
• Complexity: 315

Purity/Quality:

97% ^*data from raw suppliers

EMD 386088 hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(N1)C=CC(=C2)Cl)C3=CCNCC3

Technology Process of 5-chloro-2-methyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

There total 4 articles about 5-chloro-2-methyl-3-(1,2,3,6-tetrahydropyridin-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:

5-chloro-2-methylindole (1075-35-0) + 4-piperidone monohydrochloride monohydrate (40064-34-4,320589-77-3) → 5-chloro-2-methyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (54635-62-0)

Guidance literature:

With phosphoric acid; In acetic acid;

Reference yield:

1-iodo-3-(p-fluorophenylcarbonyl)propane (40862-32-6) + 4-(5'-chloro-2'-methyl-3'-indolyl)-piperidine (400801-74-3) → 5-chloro-2-methyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (54635-62-0)

Guidance literature:

With potassium iodide; sodium hydrogencarbonate; In tetrahydrofuran; N-methyl-acetamide; ethyl acetate;

Reference yield:

piperidin-4-one (41661-47-6) + 5-chloro-2-methylindole (1075-35-0) → 5-chloro-2-methyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (54635-62-0)

Guidance literature:

With phosphoric acid; acetic acid; at 80 ℃;

DOI:10.1016/j.bmcl.2005.06.067

upstream raw materials:

piperidin-4-one

5-chloro-2-methylindole

1-iodo-3-(p-fluorophenylcarbonyl)propane

4-(5'-chloro-2'-methyl-3'-indolyl)-piperidine

Downstream raw materials:

N-{4-[4-(5-chloro-2-methyl-1H-indol-3-yl)-1,2,3,6-tetrahydropyridin-1-yl]butyl}-3-methylbenzene-1-sulfonamide

N-{3-[4-(5-chloro-2-methyl-1H-indol-3-yl)-1,2,3,6-tetrahydropyridin-1-yl]propyl}-3-methylbenzene-1-sulfonamide

N-{2-[4-(5-chloro-2-methyl-1H-indol-3-yl)-1,2,3,6-tetrahydropyridin-1-yl]ethyl}-3-methylbenzene-1-sulfonamide

1-(benzenesulfonyl)-5-chloro-2-methyl-3-(1,2,3,6-tetrahydropyridin-4-yl)indole

Refernces

• 1、 Mattsson, Cecilia,Sonesson, Clas,Sandahl, Anna,Greiner, Hartmut E.,Gassen, Michael,Plaschke, Joerg,Leibrock, Joachim,Boettcher, Henning. "2-Alkyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoles as novel 5-HT 6 receptor agonists". . p. 4230 - 4234. Retrieved 2007/10/03.