2-[2-(5-Bromo-1H-indol-3-YL)ethyl]-3-[3-(1-methylethoxy)phenyl]-4-(3H)-quinazolinone

Base Information

• Chemical Name: 2-[2-(5-Bromo-1H-indol-3-YL)ethyl]-3-[3-(1-methylethoxy)phenyl]-4-(3H)-quinazolinone
• CAS No.: 133040-77-4
• Molecular Formula: C27H24 Br N3 O2
• Molecular Weight: 502.4
• European Community (EC) Number: 683-422-3
• DSSTox Substance ID: DTXSID90927914
• Nikkaji Number: J377.811H
• Wikidata: Q27164311
• Pharos Ligand ID: MJ7WLH8G15GK
• ChEMBL ID: CHEMBL37312
• Mol file: 133040-77-4.mol

Synonyms:2-(2-(5-bromo-1H-indol-3-yl)ethyl)-3-(1-methylethoxyphenyl)-4-(3H)-quinazolinone;LY 225910;LY225910

Chemical Property of 2-[2-(5-Bromo-1H-indol-3-YL)ethyl]-3-[3-(1-methylethoxy)phenyl]-4-(3H)-quinazolinone

Chemical Property:

• Vapor Pressure: 6.59E-19mmHg at 25°C
• Boiling Point: 690.3°Cat760mmHg
• Flash Point: 371.3°C
• PSA: 59.91000
• Density: 1.39g/cm³
• LogP: 6.20190
• Storage Temp.: Desiccate at -20°C
• Solubility.: DMSO: >20mg/mL
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 501.10519
• Heavy Atom Count: 33
• Complexity: 728

Purity/Quality:

≥95% ^*data from raw suppliers

LY225910 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1=CC=CC(=C1)N2C(=NC3=CC=CC=C3C2=O)CCC4=CNC5=C4C=C(C=C5)Br
• Uses: LY 225910 is a potent CCK-BR antagonist.

Technology Process of 2-[2-(5-Bromo-1H-indol-3-YL)ethyl]-3-[3-(1-methylethoxy)phenyl]-4-(3H)-quinazolinone

There total 4 articles about 2-[2-(5-Bromo-1H-indol-3-YL)ethyl]-3-[3-(1-methylethoxy)phenyl]-4-(3H)-quinazolinone 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: 36.0%

2-amino-N-(3-isopropoxyphenyl)benzamide (74699-48-2) + 3-<(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-methyl>-5-bromoindole (139543-72-9) → LY 202769 (133040-77-4)

Guidance literature:

With pyridinium p-toluenesulfonate; In pyridine; for 84h; Heating;

DOI:10.1021/jm00108a040

Reference yield:

meta-nitrophenol (554-84-7) → LY 202769 (133040-77-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / K₂CO₃ / acetone / Heating

2: 7.08 g / H₂ / PtO₂ / ethanol / 1.5 h / 2068.6 Torr / Ambient temperature

3: 83 percent / 2 h / 90 °C

4: 36 percent / pyridinium p-toluenesulfonate / pyridine / 84 h / Heating

With hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; platinum(IV) oxide; In pyridine; ethanol; acetone;

DOI:10.1021/jm00108a040

Reference yield:

3-(1-Methylethoxy)nitrobenzene (88991-53-1) → LY 202769 (133040-77-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 7.08 g / H₂ / PtO₂ / ethanol / 1.5 h / 2068.6 Torr / Ambient temperature

2: 83 percent / 2 h / 90 °C

3: 36 percent / pyridinium p-toluenesulfonate / pyridine / 84 h / Heating

With hydrogen; pyridinium p-toluenesulfonate; platinum(IV) oxide; In pyridine; ethanol;

DOI:10.1021/jm00108a040

upstream raw materials:

2-amino-N-(3-isopropoxyphenyl)benzamide

3-<(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-methyl>-5-bromoindole

meta-nitrophenol

3-isopropoxyaniline