Naphthalen-1-yl-(5-naphthalen-1-yl-1-pentylpyrrol-3-yl)methanone

Base Information

• Chemical Name: Naphthalen-1-yl-(5-naphthalen-1-yl-1-pentylpyrrol-3-yl)methanone
• CAS No.: 914458-42-7
• Molecular Formula: C₃₀H₂₇NO
• Molecular Weight: 417.55
• UNII: 5LC7L6AM73
• DSSTox Substance ID: DTXSID201016890
• Wikipedia: JWH-309
• Wikidata: Q108189171
• Pharos Ligand ID: 6W7SSQKKZTY1
• ChEMBL ID: CHEMBL376028
• Mol file: 914458-42-7.mol

Synonyms:JWH 309;914458-42-7;JWH-309;5LC7L6AM73;naphthalen-1-yl-(5-naphthalen-1-yl-1-pentylpyrrol-3-yl)methanone;UNII-5LC7L6AM73;CHEMBL376028;Naphthalen-1-yl-(5-naphthalen-1-yl-1-pentyl-pyrrol-3-yl)methanone;Methanone, 1-naphthalenyl(5-(1-naphthalenyl)-1-pentyl-1H-pyrrol-3-yl)-;D0O8IC;CHEBI:186391;WVISOUYKTUUDFW-UHFFFAOYSA-N;DTXSID201016890;BDBM50192591;(naphthalen-1-yl)[5-(naphthalen-1-yl)-1-pentyl-1H-pyrrol-3-yl]methanone;naphthalen-1-yl(5-(naphthalen-1-yl)-1-pentyl-1H-pyrrol-3-yl)methanone

Chemical Property of Naphthalen-1-yl-(5-naphthalen-1-yl-1-pentylpyrrol-3-yl)methanone

Chemical Property:

• PSA: 22.00000
• LogP: 7.88270
• XLogP3: 7.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 417.209264485
• Heavy Atom Count: 32
• Complexity: 616

Purity/Quality:

99% ^*data from raw suppliers

JWH 309 ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCN1C=C(C=C1C2=CC=CC3=CC=CC=C32)C(=O)C4=CC=CC5=CC=CC=C54
• Uses: JWH 309 is a synthetic cannabinoid (CB) that displays high affinities for both the central CB1 receptor (Ki = 41 nM) and the peripheral CB2 receptor (Ki = 49 nM). The physiological and toxicological properties of JWH 309 have not been examined. This product is intended for forensic and research applications.[Cayman Chemical]

Technology Process of Naphthalen-1-yl-(5-naphthalen-1-yl-1-pentylpyrrol-3-yl)methanone

There total 2 articles about Naphthalen-1-yl-(5-naphthalen-1-yl-1-pentylpyrrol-3-yl)methanone 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:

JWH 030 (162934-73-8) → 1-naphthalenyl-[5-(1-naphthalenyl)-1-pentyl-1H-pyrrol-3-yl]methanone (914458-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / 1,3-dibromo-5,5-dimethylhydantoin / tetrahydrofuran / -78 °C

2: Pd(OAc)2; tri(o-tolyl)phosphane; K₂CO₃ / (C₄H₉)4NBr / toluene; H₂O / Heating

With palladium diacetate; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; potassium carbonate; tris-(o-tolyl)phosphine; tetrabutylammomium bromide; In tetrahydrofuran; water; toluene; 2: Suzuki coupling;

DOI:10.1016/j.bmcl.2006.07.051

Reference yield:

2-bromo-4-(1-naphthoyl)-1-pentylpyrrole (914458-53-0) + 1-Naphthylboronic acid (13922-41-3) → 1-naphthalenyl-[5-(1-naphthalenyl)-1-pentyl-1H-pyrrol-3-yl]methanone (914458-42-7)

Guidance literature:

With palladium diacetate; potassium carbonate; tris-(o-tolyl)phosphine; tetrabutylammomium bromide; In water; toluene; Heating;

DOI:10.1016/j.bmcl.2006.07.051

upstream raw materials:

2-bromo-4-(1-naphthoyl)-1-pentylpyrrole

1-Naphthylboronic acid

JWH 030