5-bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole

Base Information

• Chemical Name: 5-bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole
• CAS No.: 312949-16-9
• Molecular Formula: C₁₄H₁₇BrN₂
• Molecular Weight: 293.206
• DSSTox Substance ID: DTXSID10573598,DTXSID50869927
• Mol file: 312949-16-9.mol

Synonyms:312949-16-9;5-bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole;5-bromo-3-[(1-methylpyrrolidin-2-yl)methyl]-1H-indole;(R)-5-Bromo-3-(N-methylpyrrolidine-2-ylmethyl)-1H-Indole;MFCD00912970;1H-Indole,5-bromo-3-[(1-methyl-2-pyrrolidinyl)methyl]-;(R)-5-Bromo-3-(1-methyl-pyrrolidin-2-ylmethyl)-1H-indole;SCHEMBL772429;CERAPP_49280;DTXSID10573598;DTXSID50869927;CS-M3645;AKOS027336098;AS-69747;SY107582;NS00008945;F51202

Chemical Property of 5-bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole

Chemical Property:

• PSA: 19.03000
• LogP: 3.50500
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 292.05751
• Heavy Atom Count: 17
• Complexity: 271

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

5-Bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCCC1CC2=CNC3=C2C=C(C=C3)Br

Technology Process of 5-bromo-3-((1-methylpyrrolidin-2-yl)methyl)-1H-indole

There total 11 articles about 5-bromo-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: 90.5%

5-bromo-3-{[(2R)-1-methylpyrrolidin-2-yl]methyl}-1H-indole ethanedioate (1196663-29-2) → (R)-5-bromo-3-(N-methylpyrrolidine-2-ylmethyl)-1H-indole (143322-57-0,208464-41-9,312949-16-9)

Guidance literature:

With sodium carbonate; In water; toluene; at 30 - 35 ℃; for 0.5h; pH=7.8;

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: 73.0%

(R)-3-[(N-benzyloxycarbonylpyrrolidin-2-yl)carbonyl]-5-bromo-1H-indole (143322-56-9,331842-86-5) → (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 tetrahydrofuran; toluene; at 30 - 50 ℃; for 1.66667 - 2h;

With sodium hydroxide; water; In tetrahydrofuran; toluene; at 5 - 25 ℃; Product distribution / selectivity;

upstream raw materials:

(R)-3-[(N-benzyloxycarbonylpyrrolidin-2-yl)carbonyl]-5-bromo-1H-indole

5-bromo-3-{[(2R)-1-methylpyrrolidin-2-yl]methyl}-1H-indole ethanedioate

Z-D-proline

N-benzyloxycarbonyl-D-proline acid chloride

Downstream raw materials:

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

(S)-5-(1-aza-1-tert-butoxycarbonylcyclohex-3-en-4-yl)-3-[(N-methylpyrrolidin-2-yl)methyl]-1-benzoylindole

C₂₆H₂₈N₂O₂

C₂₆H₂₈N₂O₂