(R)-3-((1-Methylpyrrolidin-2-yl)Methyl)-1H-indole

Base Information

• Chemical Name: (R)-3-((1-Methylpyrrolidin-2-yl)Methyl)-1H-indole
• CAS No.: 143322-55-8
• Molecular Formula: C14H18N2
• Molecular Weight: 214.31
• Mol file: 143322-55-8.mol

Synonyms:(r)-pyrrolidin-3-ylmethyl-carbamic acid tert-butyl ester;(3S)-pyrrolidin-3-ylmethyl-carbamic acid tert-butyl ester;(R)-3-(1-methylpyrrolidin-3-ylmethyl)-1H-indole;(R)-tert-Butyl (pyrrolidin-3-ylmethyl)carbamate;(R)-3-(N-(tert-butyloxycarbonyl)aminomethyl)pyrrolidine;tert-butyl (3R)-pyrrolidin-3-ylmethylcarbamate;(R)-1-pyrrolidin-3-ylmethylcarbamic acid tert-butyl ester;(3R)-pyrrolidin-3-ylmethyl-carbamic acid tert-butyl ester;(R)-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole;(R)-3-N-Boc-aminomethyl pyrrolidine;(R)-3-(1-methyl-2-pyrrolidinyl)methyl-1H-indole;3-[(R)-1-methyl-pyrrolidin-2-ylmethyl]-1H-indole;

Chemical Property of (R)-3-((1-Methylpyrrolidin-2-yl)Methyl)-1H-indole

Chemical Property:

• Boiling Point: 365.0±15.0 °C(Predicted)
• PKA: 17.24±0.30(Predicted)
• PSA: 19.03000
• Density: 1.124±0.06 g/cm3(Predicted)
• LogP: 2.74250
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly) and Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

(R)-3-[(1-Methyl-2-pyrrolidinyl)methyl]-1H-Indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)- 3-[(1-Methyl-2-pyrrolidinyl)methyl]-1H-Indole, is an impurity formed in the preparation of 5-Bromo-3-[(R)-1-methylpyrrolidn-2-ylmethyl]-1H-indole, an intermediate in the synthesis of Eletriptan which is used in the treatment of migraine.

Technology Process of (R)-3-((1-Methylpyrrolidin-2-yl)Methyl)-1H-indole

There total 6 articles about (R)-3-((1-Methylpyrrolidin-2-yl)Methyl)-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: 94.5%

(R)-5-bromo-3-(N-methylpyrrolidine-2-ylmethyl)-1H-indole (143322-57-0,208464-41-9,312949-16-9) → (R)-3-(1-methyl-2-pyrrolidinylmethyl)-1H-indole (143322-55-8)

Guidance literature:

With 5% Pd/C; hydrogen; In ethanol; at 20 ℃; for 2h; under 5250.53 Torr;

DOI:10.3762/bjoc.8.162

Reference yield: 77.0%

(R)-3-[(N-benzyloxycarbonylpyrrolidin-2-yl)carbonyl]-5-bromo-1H-indole (143322-56-9,331842-86-5) → (R)-3-(1-methyl-2-pyrrolidinylmethyl)-1H-indole (143322-55-8) + C14H17BrN2O + C14H15BrN2O (180637-93-8) + (R)-5-bromo-3-(N-methylpyrrolidine-2-ylmethyl)-1H-indole (143322-57-0,208464-41-9,312949-16-9)

Guidance literature:

(R)-3-[(N-benzyloxycarbonylpyrrolidin-2-yl)carbonyl]-5-bromo-1H-indole; With sodium bis(2-methoxyethoxy)aluminium dihydride; In tert-butyl methyl ether; toluene; at 30 - 48 ℃; for 3.16667h;

With sodium hydroxide; water; In tert-butyl methyl ether; toluene; at 15 - 20 ℃; for 0.5h; Product distribution / selectivity;

Reference yield: 57.0%

(R)-3-[(N-benzyloxycarbonylpyrrolidin-2-yl)carbonyl]-5-bromo-1H-indole (143322-56-9,331842-86-5) → (R)-3-(1-methyl-2-pyrrolidinylmethyl)-1H-indole (143322-55-8) + C14H17BrN2O + C14H15BrN2O (180637-93-8) + benzyl alcohol (100-51-6,185532-71-2) + (R)-5-bromo-3-(N-methylpyrrolidine-2-ylmethyl)-1H-indole (143322-57-0,208464-41-9,312949-16-9)

Guidance literature:

(R)-3-[(N-benzyloxycarbonylpyrrolidin-2-yl)carbonyl]-5-bromo-1H-indole; With sodium bis(2-methoxyethoxy)aluminium dihydride; In toluene; at 30 - 48 ℃; for 2.66667h;

With sodium hydroxide; water; In toluene; at 15 - 20 ℃; for 1h; Product distribution / selectivity;

upstream raw materials:

(R)-3-(N-Benzyloxycarbonylpyrrolidin-2-ylmethyl)-1H-indole

(R)-3-[(N-benzyloxycarbonylpyrrolidin-2-yl)carbonyl]-1H-indole

indole

(R)-5-bromo-3-(N-methylpyrrolidine-2-ylmethyl)-1H-indole

Downstream raw materials:

(R)-1-(4-Fluorophenylsulfonyl)-3-(1-methyl-2-pyrrolidinylmethyl)indole

(R)-1-Benzoyl-3-(1-methyl-2-pyrrolidinylmethyl)indole

(R)-1-(4-Methoxybenzoyl)-3-(1-methyl-2-pyrrolidinylmethyl)indole

(R)-1-(4-Fluorobenzoyl)-3-(1-methyl-2-pyrrolidinylmethyl)indole

Refernces

• 1、 -. "Process for preparing 5-bromo-3-[(R)-1-methyl-pyrrolidin-2-ylmethyl]-1H-indole". Page/Page column 5. . Retrieved 2009/01/24.
• 2、 Cole, Derek C.,Lennox, William J.,Stock, Joseph R.,Ellingboe, John W.,Mazandarani, Hossein,Smith, Deborah L.,Zhang, Guoming,Tawa, Gregory J.,Schechter, Lee E.. "Conformationally constrained N1-arylsulfonyltryptamine derivatives as 5-HT6 receptor antagonists". . p. 4780 - 4785. Retrieved 2007/10/03.