Benzo(b)thiophene-2-ethanamine, N,N-dimethyl-3-((1R)-1-(2-pyridinyl)ethyl)-

Base Information

• Chemical Name: Benzo(b)thiophene-2-ethanamine, N,N-dimethyl-3-((1R)-1-(2-pyridinyl)ethyl)-
• CAS No.: 873693-47-1
• Molecular Formula: C₁₉H₂₂N₂S
• Molecular Weight: 310.463
• UNII: EJG9C09D7R
• ChEMBL ID: CHEMBL564144
• DSSTox Substance ID: DTXSID10468930
• Nikkaji Number: J3.042.595B
• Mol file: 873693-47-1.mol

Synonyms:873693-47-1;EJG9C09D7R;NBI-75043;UNII-EJG9C09D7R;CHEMBL564144;Benzo(b)thiophene-2-ethanamine, N,N-dimethyl-3-((1R)-1-(2-pyridinyl)ethyl)-;N,N-Dimethyl-2-(3-((1R)-1-pyridin-2-ylethyl)-1-benzothien-2-yl)ethanamine;Benzo[b]thiophene-2-ethanamine,N,N-dimethyl-3-[(1R)-1-(2-pyridinyl)ethyl]-;NBI-1 (NON-LABELED);SCHEMBL4845967;DTXSID10468930;NANQRVOKMXDMNL-AWEZNQCLSA-N;BDBM50297309;PD161086;(-)-(R)-N,N-dimethyl-2-(3-(1-(pyridin-2-yl)ethyl)benzo[b]thiophen-2-yl)ethanamine;(-)-Dimethyl-{2-[3-((R)-1-pyridin-2-yl-ethyl)-benzo[b]thiophen-2-yl]-ethyl}-amine;(r)-(-)-dimethyl-{2-[3-(1-pyridin-2-yl-ethyl)-benzo[b]thiophen-2-yl]-ethyl}-amine;N,N-dimethyl-2-[3-[(1R)-1-pyridin-2-ylethyl]-1-benzothiophen-2-yl]ethanamine

Chemical Property of Benzo(b)thiophene-2-ethanamine, N,N-dimethyl-3-((1R)-1-(2-pyridinyl)ethyl)-

Chemical Property:

• PSA: 44.37000
• LogP: 4.55220
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 310.15036988
• Heavy Atom Count: 22
• Complexity: 346

Purity/Quality:

N,N-DIMETHYL-3-[(1R)-1-(2-PYRIDINYL)ETHYL]BENZO[B]THIOPHENE-2-ETHANAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=N1)C2=C(SC3=CC=CC=C32)CCN(C)C
• Isomeric SMILES: C[C@@H](C1=CC=CC=N1)C2=C(SC3=CC=CC=C32)CCN(C)C

Technology Process of Benzo(b)thiophene-2-ethanamine, N,N-dimethyl-3-((1R)-1-(2-pyridinyl)ethyl)-

There total 19 articles about Benzo(b)thiophene-2-ethanamine, N,N-dimethyl-3-((1R)-1-(2-pyridinyl)ethyl)- 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: 95.0%

dimethyl-{2-[3-(1-pyridin-2-yl-vinyl)-benzo[b]thiophen-2-yl]-ethyl}-amine (873693-17-5) → dimethyl{2-[3-(1-(pyridin-2-yl)ethyl)benzo[b]thiophen-2-yl]ethyl}amine (873693-14-2,873693-47-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 30h; under 760.051 Torr;

DOI:10.1021/jm900933k

Reference yield: 69.0%

dimethyl{2-[3-(1-(pyridin-2-yl)ethyl)benzo[b]thiophen-2-yl]ethyl}amine (873693-14-2,873693-47-1) → dimethyl{2-[3-((R)-1-(pyridin-2-yl)ethyl)benzo[b]thiophen-2-yl]ethyl}amine (873693-47-1)

Guidance literature:

dimethyl-{2-[3-(1-pyridin-2-yl-ethyl)-benzo[b]thiophen-2-yl]-ethyl}-amine; With D-tartaric acid; In ethanol; at 20 ℃; for 4h; Reflux;

With L-Tartaric acid; In ethanol; at 20 ℃; for 10h; Resolution of racemate;

DOI:10.1021/op800071m

Reference yield: 41.0%

1-[2-(2-dimethylamino-ethyl)-benzo[b]thiophen-3-yl]-1-pyridin-2-yl-ethanol → dimethyl{2-[3-(1-(pyridin-2-yl)ethyl)benzo[b]thiophen-2-yl]ethyl}amine (873693-14-2,873693-47-1)

Guidance literature:

1-[2-(2-dimethylamino-ethyl)-benzo[b]thiophen-3-yl]-1-pyridin-2-yl-ethanol; With chloro-trimethyl-silane; sodium iodide; In acetonitrile; at 20 ℃; for 1h;

With chloro-trimethyl-silane; sodium iodide; In acetonitrile; at 95 ℃; for 3h;

DOI:10.1021/op800071m

upstream raw materials:

dimethyl-{2-[3-(1-pyridin-2-yl-vinyl)-benzo[b]thiophen-2-yl]-ethyl}-amine

[2-(3-bromo-benzo[b]thiophen-2-yl)-ethyl]dimethyl-amine

[2-(3-bromo-benzo[b]thiophen-2-yl)-ethyl]dimethyl-amine hydrobromide

dimethyl{2-[3-(1-(pyridin-2-yl)ethyl)benzo[b]thiophen-2-yl]ethyl}amine