[2-(3-Methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl]-(2-methyl-1H-indol-5-yl)-amine

Base Information

• Chemical Name: [2-(3-Methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl]-(2-methyl-1H-indol-5-yl)-amine
• CAS No.: 225382-63-8
• Molecular Formula: C20H17N5S
• Molecular Weight: 359.454
• DSSTox Substance ID: DTXSID801128520
• Mol file: 225382-63-8.mol

Synonyms:225382-63-8;[2-(3-Methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl]-(2-methyl-1H-indol-5-yl)-amine;SCHEMBL7120802;JQHMXXPIWZJQBD-UHFFFAOYSA-N;DTXSID801128520;2-(3-Methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl-(2-methyl-1H-indol-5-yl)amine;DB-013692;2-(1-Methyl-1H-imidazol-5-yl)-N-(2-methyl-1H-indol-5-yl)thieno[3,2-b]pyridin-7-amine

Chemical Property of [2-(3-Methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl]-(2-methyl-1H-indol-5-yl)-amine

Chemical Property:

• Vapor Pressure: 2.44E-20mmHg at 25°C
• PSA: 90.00000
• LogP: 4.65200
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 359.12046674
• Heavy Atom Count: 26
• Complexity: 505

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(N1)C=CC(=C2)NC3=C4C(=NC=C3)C=C(S4)C5=CN=CN5C

Technology Process of [2-(3-Methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl]-(2-methyl-1H-indol-5-yl)-amine

There total 7 articles about [2-(3-Methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl]-(2-methyl-1H-indol-5-yl)-amine 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: 52.0%

5-amino-2-methylindole (7570-49-2) + 7-chloro-2-(3-methyl-3H-imidazol-4-yl)thieno[3,2-b]pyridine (225385-09-1) → [2-(3-Methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl]-(2-methyl-1H-indol-5-yl)-amine (225382-63-8)

Guidance literature:

In 1,2-dichloro-ethane; tert-butyl alcohol; at 90 - 100 ℃; for 2h; Inert atmosphere; Large scale;

DOI:10.1021/op0340457

Reference yield:

7-chlorothieno[3,2-b]pyridine (69627-03-8) → [2-(3-Methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl]-(2-methyl-1H-indol-5-yl)-amine (225382-63-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -70 °C / Inert atmosphere; Large scale

1.2: 19.3 h / -70 - 20 °C / Inert atmosphere; Large scale

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 40 h / 95 °C / Inert atmosphere; Large scale

3.1: 1,2-dichloro-ethane; tert-butyl alcohol / 2 h / 90 - 100 °C / Inert atmosphere; Large scale

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; In tetrahydrofuran; hexane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol; 2.1: |Stille Cross Coupling;

DOI:10.1021/op0340457

Reference yield:

indole (120-72-9) + 5-amino-2-methylindole (7570-49-2) + 7-chloro-2-(3-methyl-3H-imidazol-4-yl)thieno[3,2-b]pyridine (225385-09-1) + 1,1-dichloroethane (75-34-3) → [2-(3-Methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl]-(2-methyl-1H-indol-5-yl)-amine (225382-63-8)

Guidance literature:

In tert-butyl alcohol;

upstream raw materials:

indole

5-amino-2-methylindole

7-chloro-2-(3-methyl-3H-imidazol-4-yl)thieno[3,2-b]pyridine

1,1-dichloroethane