3-[(4-Bromophenyl)methyl]-2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one

Base Information

• Chemical Name: 3-[(4-Bromophenyl)methyl]-2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one
• CAS No.: 731851-41-5
• Molecular Formula: C18H23BrN2O
• Molecular Weight: 363.297
• European Community (EC) Number: 615-926-6
• DSSTox Substance ID: DTXSID101163535
• Nikkaji Number: J2.205.623I
• Pharos Ligand ID: PUMNT5PV5CUL
• ChEMBL ID: CHEMBL392324
• Mol file: 731851-41-5.mol

Synonyms:CHEMBL392324;731851-41-5;3-(4-BROMOBENZYL)-2-BUTYL-1,3-DIAZASPIRO[4.4]NON-1-EN-4-ONE;3-(4-bromobenzyl)-2-butyl-1,3-diazaspiro[4,4]non-1-en-4-one;3-[4-bromobenzyl]-2-butyl-1,3-diazaspiro[4,4]non-1-en-4-one;starbld0007091;SCHEMBL3179044;NZQPLTFMMZVHAD-UHFFFAOYSA-N;DTXSID101163535;BDBM50223060;3-[(4-bromophenyl)methyl]-2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one;3-(4-Bromobenzyl)-2-butyl-1,3-diazaspiro[4.4]nona-1-ene-4-one

Chemical Property of 3-[(4-Bromophenyl)methyl]-2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 362.09938
• Heavy Atom Count: 22
• Complexity: 434

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=NC2(CCCC2)C(=O)N1CC3=CC=C(C=C3)Br

Technology Process of 3-[(4-Bromophenyl)methyl]-2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one

There total 1 articles about 3-[(4-Bromophenyl)methyl]-2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one 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: 94.6%

1-bromomethyl-4-bromobenzene (589-15-1) + 2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one hydrochloride → 3-[4-bromobenzyl]-2-n-butyl-1,3-diazaspiro[4.4]non-1-en-4-one (731851-41-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 25 - 35 ℃; for 8h;

DOI:10.1081/SCC-200065008

Reference yield: 90.0%

3-[4-bromobenzyl]-2-n-butyl-1,3-diazaspiro[4.4]non-1-en-4-one (731851-41-5) → trityl irbesartan (138402-10-5)

Guidance literature:

2-(N-triphenylmethyl-tetrazol-5-yl)-phenylboronic acid; palladium diacetate; triphenylphosphine; In tetrahydrofuran; 1,2-dimethoxyethane; at 20 ℃; for 0.666667h;

3-[4-bromobenzyl]-2-n-butyl-1,3-diazaspiro[4.4]non-1-en-4-one; With water; potassium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; at 20 - 80 ℃; for 3.5h; Heating / reflux;

Reference yield: 84.0%

3-[4-bromobenzyl]-2-n-butyl-1,3-diazaspiro[4.4]non-1-en-4-one (731851-41-5) + 2-(N-triphenylmethyl-tetrazol-5-yl)-phenylboronic acid (144873-97-2) → 2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one (138402-11-6)

Guidance literature:

With potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; for 10h; Heating;

DOI:10.1081/SCC-200065008

upstream raw materials:

1-bromomethyl-4-bromobenzene

Downstream raw materials:

2-butyl-3-{4-[2-(1H-tetrazol-5-yl)phenyl]benzyl}-1,3-diazaspiro[4.4]non-1-en-4-one

trityl irbesartan