3-(Morpholinomethyl)indole

Base Information

• Chemical Name: 3-(Morpholinomethyl)indole
• CAS No.: 5379-88-4
• Molecular Formula: C13H16N2O
• Molecular Weight: 216.2789
• NSC Number: 33090
• UNII: 8NA1X69AKC
• DSSTox Substance ID: DTXSID90202071
• Nikkaji Number: J1.016.729I
• Wikidata: Q83075327
• ChEMBL ID: CHEMBL134872
• Mol file: 5379-88-4.mol

Synonyms:3-(Morpholinomethyl)indole;5379-88-4;3-MORPHOLIN-4-YLMETHYL-1H-INDOLE;INDOLE, 3-(MORPHOLINOMETHYL)-;4-(1H-indol-3-ylmethyl)morpholine;NSC 33090;NSC-33090;4-((1H-indol-3-yl)methyl)morpholine;BRN 0193005;8NA1X69AKC;4-27-00-00551 (Beilstein Handbook Reference);NSC33090;3-(morpholin-4-ylmethyl)-1H-indole;UNII-8NA1X69AKC;Oprea1_206610;Oprea1_207924;MLS001183533;3-(4-Morpholinylmethyl)indole;4-(3-Indolylmethyl)morpholine;CHEMBL134872;SCHEMBL1856027;NIOSH/QE5220000;3-(Morpholinomethyl)-1H-indole;DTXSID90202071;VHGISLOQNDQFIW-UHFFFAOYSA-N;HMS2835M19;Morpholine, 4-(3-indolylmethyl)-;Morpholine, N-[3-indolyl]methyl-;3-(4-Morpholinylmethyl)-1H-indole;MFCD00458413;STK000077;AKOS005374024;1H-Indole, 3-(4-morpholinylmethyl)-;3-(4-Morpholinylmethyl)-1H-indole #;3-[(morpholin-4-yl)methyl]-1H-indole;NCGC00247306-01;LS-83311;LS-93074;SMR000502002;CS-0319870;QE52200000;SR-01000196341;SR-01000196341-1

Chemical Property of 3-(Morpholinomethyl)indole

Chemical Property:

• Vapor Pressure: 5.8E-06mmHg at 25°C
• Boiling Point: 379.6°C at 760 mmHg
• Flash Point: 183.4°C
• PSA: 28.26000
• Density: 1.206g/cm³
• LogP: 1.93800
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 216.126263138
• Heavy Atom Count: 16
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

3-MORPHOLIN-4-YLMETHYL-1H-INDOLE 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1CC2=CNC3=CC=CC=C32

Technology Process of 3-(Morpholinomethyl)indole

There total 9 articles about 3-(Morpholinomethyl)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: 98.0%

morpholine (110-91-8,99108-56-2) + 3-(Dimethylaminomethyl)indole (87-52-5) → N-morpholinyl-3-indolylmethylamine (5379-88-4)

Guidance literature:

In toluene; Reflux;

DOI:10.1080/10286020.2017.1323885

Reference yield: 87.0%

morpholine (110-91-8,99108-56-2) + indole (120-72-9) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → N-morpholinyl-3-indolylmethylamine (5379-88-4)

Guidance literature:

With 1-octyl-3-methylimidazolium tetrafluoroborate; at 80 ℃; for 3h;

DOI:10.3184/174751913X13635476751996

Reference yield: 85.0%

morpholine (110-91-8,99108-56-2) + indole-3-carbinol (700-06-1) → N-morpholinyl-3-indolylmethylamine (5379-88-4)

Guidance literature:

[ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In toluene; for 24h; Heating;

DOI:10.1016/j.tetlet.2007.09.134

upstream raw materials:

morpholine

indole

formaldehyd

indole-3-carbinol

Refernces

• 1、 Arzephoni, Amene Yaghoubi,Naimi-Jamal, M. Reza,Sharifi, Ali,Abaee, M. Saeed,Mirzaei, Mojtaba. "[Omim][Bf4] ionic liquid, a green and recyclable medium for one-pot aminomethylation of electron-rich aromatic compounds". . p. 216 - 218. Retrieved 2013/07/05.
• 2、 Sakai, Norio,Shimamura, Kazuyori,Ikeda, Reiko,Konakahara, Takeo. "Hf(OTf)4-Catalyzed regioselective N -aminomethylation of indoles and related NH-containing heterocycles". supporting information; experimental part. p. 3923 - 3926. Retrieved 2010/07/05.