1H-Indole, 3-(1-pyrrolidinylmethyl)-

Base Information

• Chemical Name: 1H-Indole, 3-(1-pyrrolidinylmethyl)-
• CAS No.: 5379-94-2
• Molecular Formula: C13H16N2
• Molecular Weight: 200.2795
• NSC Number: 24945
• DSSTox Substance ID: DTXSID50202072
• Nikkaji Number: J1.016.726D
• Wikidata: Q83075328
• Mol file: 5379-94-2.mol

Synonyms:5379-94-2;3-(pyrrolidin-1-ylmethyl)-1H-indole;N-Skatylpyrrolidine;3-(PYRROLIDIN-1-YLMETHYL)INDOLE;1H-INDOLE, 3-(1-PYRROLIDINYLMETHYL)-;3-Pyrrolidinomethyl indole;BRN 0477183;AI3-60053;3-(1-Pyrrolidinylmethyl)indole;5-22-10-00028 (Beilstein Handbook Reference);NSC24945;Oprea1_757961;Oprea1_802988;SCHEMBL10463380;3-(Pyrrolizinomethyl)-1H-indole;DTXSID50202072;MFCD00450050;NSC 24945;NSC-24945;AKOS000291488;3-[(pyrrolidin-1-yl)methyl]-1H-indole;LS-83399;FT-0760005;A18871;SR-01000318032;SR-01000318032-1;Z131583576

Chemical Property of 1H-Indole, 3-(1-pyrrolidinylmethyl)-

Chemical Property:

• Vapor Pressure: 4.51E-05mmHg at 25°C
• Boiling Point: 350°Cat760mmHg
• Flash Point: 165.5°C
• PSA: 19.03000
• Density: 1.174g/cm³
• LogP: 2.70160
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 200.131348519
• Heavy Atom Count: 15
• Complexity: 211

Purity/Quality:

98%min ^*data from raw suppliers

3-(Pyrrolidin-1-ylmethyl)indole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)CC2=CNC3=CC=CC=C32
• Uses: Reatant in the synthesis 6-substituted 7-methyl-1,4-dioxa-7-azaspiro[4.5]decanes.

Technology Process of 1H-Indole, 3-(1-pyrrolidinylmethyl)-

There total 8 articles about 1H-Indole, 3-(1-pyrrolidinylmethyl)- 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: 96.0%

pyrrolidine (123-75-1) + 3-(Dimethylaminomethyl)indole (87-52-5) → N-pyrrolyl-3-indolylmethylamine (5379-94-2)

Guidance literature:

In toluene; Reflux;

DOI:10.1080/10286020.2017.1323885

Reference yield: 94.0%

(Z)-3-(pyrrolidin-1-ylmethylene)-3H-indole (75629-45-7) → N-pyrrolyl-3-indolylmethylamine (5379-94-2)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 3h; Ambient temperature;

Reference yield: 81.0%

1-(indole-3-carbonyl)-pyrrolidine (27393-78-8) → N-pyrrolyl-3-indolylmethylamine (5379-94-2)

Guidance literature:

1-(indole-3-carbonyl)-pyrrolidine; With n-butyllithium; In hexane; toluene; at 0 - 5 ℃; Inert atmosphere;

With diisobutylaluminium hydride; In hexane; toluene; at 0 - 50 ℃; Inert atmosphere;

DOI:10.1055/s-0028-1088071

upstream raw materials:

pyrrolidine

indole

dichloromethane

(Z)-3-(pyrrolidin-1-ylmethylene)-3H-indole

Refernces

• 1、 Bukhryakov, Konstantin V.,Desyatkin, Victor G.,O'Shea, John-Paul,Almahdali, Sarah R.,Solovyeva, Vera,Rodionov, Valentin O.. "Cooperative catalysis with block copolymer micelles: A combinatorial approach". supporting information. p. 76 - 80. Retrieved 2015/03/05.
• 2、 Love, Brian E.,Nguyen, Binh T.. "A general synthesis of 1-(dialkylaminomethyl)indoles". . p. 1123 - 1125. Retrieved 2007/10/03.