1-(5-fluoropentyl)-N-(1-methyl-1-phenylethyl)-1H-indole-3-carboxamide

Base Information

• Chemical Name: 1-(5-fluoropentyl)-N-(1-methyl-1-phenylethyl)-1H-indole-3-carboxamide
• CAS No.: 1400742-18-8
• Molecular Formula: C₂₃H₂₇FN₂O
• Molecular Weight: 366.479
• Mol file: 1400742-18-8.mol

Synonyms:

Chemical Property of 1-(5-fluoropentyl)-N-(1-methyl-1-phenylethyl)-1H-indole-3-carboxamide

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

5-FluoroCUMYL-PICA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: CUMYL-PICA is a derivative of the aminoalkylindole cannabinoid AM2201 . 5-fluoro CUMYL-PICA is an analog of CUMYL-PICA characterized by the addition of an alkyl-terminal fluorine atom. The physiological and toxicological properties of this compound are not known. This product is intended for forensic and research applications.
• Uses: 5-Fluoro CUMYL-PICA is a derivative of aminoalkylindole cannabinoid AM2201 (A575830), a drug which acts as a potent but unselective agonist for the cannabinoid receptor CB1 or CB2.

Technology Process of 1-(5-fluoropentyl)-N-(1-methyl-1-phenylethyl)-1H-indole-3-carboxamide

There total 7 articles about 1-(5-fluoropentyl)-N-(1-methyl-1-phenylethyl)-1H-indole-3-carboxamide 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:

1-(5-fluoropentyl)-1H-indole-3-carboxylic acid (1432794-98-3) + 2-phenyl-2-propylamine (585-32-0) → 1-(5-fluoropentyl)-N-(1-methyl-1-phenylethyl)-1H-indole-3-carboxamide (1400742-18-8)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 20 ℃; for 14h; Inert atmosphere;

DOI:10.1021/acschemneuro.7b00267

Reference yield:

C14H15ClFNO + 2-phenyl-2-propylamine (585-32-0) → 1-(5-fluoropentyl)-N-(1-methyl-1-phenylethyl)-1H-indole-3-carboxamide (1400742-18-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 14h; Inert atmosphere;

DOI:10.1021/acschemneuro.0c00591

Reference yield:

indole (120-72-9) → 1-(5-fluoropentyl)-N-(1-methyl-1-phenylethyl)-1H-indole-3-carboxamide (1400742-18-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C / Inert atmosphere

1.2: 1 h / 0 - 20 °C / Inert atmosphere

1.3: 1 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydroxide; water / methanol / 18 h / Reflux; Inert atmosphere

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 14 h / 20 °C / Inert atmosphere

With water; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/acschemneuro.7b00267

upstream raw materials:

indole

1-bromo-5-fluoropentane

1-(5-fluoropentyl)-1H-indole-3-carboxylic acid

2-phenyl-2-propylamine

Refernces

• 1、 Longworth, Mitchell,Banister, Samuel D.,Boyd, Rochelle,Kevin, Richard C.,Connor, Mark,McGregor, Iain S.,Kassiou, Michael. "Pharmacology of Cumyl-Carboxamide Synthetic Cannabinoid New Psychoactive Substances (NPS) CUMYL-BICA, CUMYL-PICA, CUMYL-5F-PICA, CUMYL-5F-PINACA, and Their Analogues". . p. 2159 - 2167. Retrieved 2017/10/23.