N-Tricyclo[3.3.1.13,7]dec-1-yl-1H-Indazole-3-carboxaMide

Base Information

• Chemical Name: N-Tricyclo[3.3.1.13,7]dec-1-yl-1H-Indazole-3-carboxaMide
• CAS No.: 516445-83-3
• Molecular Formula: C₁₈H₂₁N₃O
• Molecular Weight: 295.384
• Mol file: 516445-83-3.mol

Synonyms:

Chemical Property of N-Tricyclo[3.3.1.13,7]dec-1-yl-1H-Indazole-3-carboxaMide

Chemical Property:

• Melting Point: 275-277°C
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

N-Tricyclo[3.3.1.13,7]dec-1-yl-1H-Indazole-3-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: N-Tricyclo[3.3.1.13,7]dec-1-yl-1H-Indazole-3-carboxamide is an intermediate in the synthesis of AKB48 (A450100), a pentyl indazole that mimics JWH 018 adamantyl carboxamide and STS-135, which are synthetic cannabinoids (CBs) that may be sold for recreational use.

Technology Process of N-Tricyclo[3.3.1.13,7]dec-1-yl-1H-Indazole-3-carboxaMide

There total 2 articles about N-Tricyclo[3.3.1.13,7]dec-1-yl-1H-Indazole-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: 77.0%

1-Adamantanamine (768-94-5) + 1H-Indazole-3-carboxylic acid (4498-67-3) → N-(adamantan-1-yl)-1H-indazole-3-carboxamide (516445-83-3)

Guidance literature:

1H-Indazole-3-carboxylic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

1-Adamantanamine; With triethylamine; In dichloromethane; at 20 ℃; for 8h;

Reference yield: 52.5%

amantadine hydrochloride (665-66-7,13878-11-0) + 1H-Indazole-3-carboxylic acid (4498-67-3) → N-(adamantan-1-yl)-1H-indazole-3-carboxamide (516445-83-3)

Guidance literature:

1H-Indazole-3-carboxylic acid; With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 60 ℃; for 24h; Darkness;

amantadine hydrochloride; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 48h; Darkness;

DOI:10.1016/j.bmc.2011.05.034

upstream raw materials:

amantadine hydrochloride

1H-Indazole-3-carboxylic acid

1-Adamantanamine