(S)-2-(Pyrrolidin-2-YL)-1H-benzo[D]imidazole

Base Information

• Chemical Name: (S)-2-(Pyrrolidin-2-YL)-1H-benzo[D]imidazole
• CAS No.: 59592-35-7
• Molecular Formula: C₁₁H₁₃N₃
• Molecular Weight: 187.244
• DSSTox Substance ID: DTXSID90359418
• Nikkaji Number: J2.556.623H
• Wikidata: Q72505297
• Mol file: 59592-35-7.mol

Synonyms:(S)-2-(PYRROLIDIN-2-YL)-1H-BENZO[D]IMIDAZOLE;59592-35-7;2-[(2S)-pyrrolidin-2-yl]-1H-benzimidazole;SCHEMBL2485645;DTXSID90359418;FHGVBMUGKDNVNB-JTQLQIEISA-N;AKOS016843869;(S)-2-Pyrrolidin-2-yl-1H-benzoimidazole;CS-0200128;A914321

Chemical Property of (S)-2-(Pyrrolidin-2-YL)-1H-benzo[D]imidazole

Chemical Property:

• Vapor Pressure: 9.53E-08mmHg at 25°C
• Refractive Index: 1.653
• Boiling Point: 434.4°C at 760 mmHg
• Flash Point: 216.5°C
• PSA: 40.71000
• Density: 1.211g/cm³
• LogP: 2.31620
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 187.110947427
• Heavy Atom Count: 14
• Complexity: 207

Purity/Quality:

97% ^*data from raw suppliers

2-Pyrrolidin-2-yl-1H-benzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(NC1)C2=NC3=CC=CC=C3N2
• Isomeric SMILES: C1C[C@H](NC1)C2=NC3=CC=CC=C3N2

Technology Process of (S)-2-(Pyrrolidin-2-YL)-1H-benzo[D]imidazole

There total 15 articles about (S)-2-(Pyrrolidin-2-YL)-1H-benzo[D]imidazole 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: 99.1%

tert-butyl 2-(1H-benzo[d]imidazol-2-yl)pyrrolidine-1-carboxylate (359804-43-6) + diethyl ether (60-29-7,927820-24-4) → 2-(pyrrolidin-2-yl)-1H-benzo[d]imidazole (59592-35-7,175530-90-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane;

Reference yield: 89.0%

1,2-diamino-benzene (95-54-5) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → 2-(pyrrolidin-2-yl)-1H-benzo[d]imidazole (59592-35-7,175530-90-2)

Guidance literature:

In toluene; at 85 - 95 ℃; for 9h;

DOI:10.13005/ojc/320111

Reference yield: 85.0%

(S)-2-(1-benzylpyrrolidin-2-yl)-1H-benzo[d]imidazole → (S)-2-pyrrolidin-2-yl-1H-benzoimidazole (59592-35-7,175530-90-2)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In methanol; at 20 ℃; under 760.051 Torr;

DOI:10.1002/anie.201206438

upstream raw materials:

tert-butyl 2-(1H-benzo[d]imidazol-2-yl)pyrrolidine-1-carboxylate

diethyl ether

1,2-diamino-benzene

L-proline

Downstream raw materials:

C₁₂H₁₃N₃