41979-55-9

Usage

Uses

Used in Pharmaceutical Research:
N,N,1-trimethyl-1H-indole-2-carboxamide is employed as a reagent in organic synthesis and pharmaceutical research. It is used as a building block for the creation of new drug molecules, leveraging its reactivity and structural properties to contribute to the development of innovative pharmaceuticals.
Used in Organic Synthesis:
In the realm of organic synthesis, N,N,1-trimethyl-1H-indole-2-carboxamide is used as a reagent for various chemical reactions. Its versatility allows it to participate in a range of processes, from simple functional group transformations to more complex synthetic pathways, thereby facilitating the synthesis of diverse organic compounds.
Used in Drug Development:
N,N,1-trimethyl-1H-indole-2-carboxamide is utilized in the development of new drugs, particularly in the pharmaceutical industry. Its unique properties make it a valuable component in the design and synthesis of potential therapeutic agents, including those aimed at treating inflammation and cancer.
Used in Medicinal Chemistry:
In medicinal chemistry, N,N,1-trimethyl-1H-indole-2-carboxamide is used as a key intermediate in the synthesis of bioactive molecules. Its presence in the molecular structure can influence the pharmacological properties of the final drug, such as potency, selectivity, and pharmacokinetics, making it an important factor in the optimization of drug candidates.

Upstream product

• 16136-58-6 N-methyl-1H-indole-2-carboxylic acid 
• 13441-54-8 3-formylpyridinium methiodide 
• 141018-73-7 2-(dimethylamino)-2-(1-methyl-1H-indol-2-yl)acetonitrile 
• 27421-51-8 1-methyl-1H-indole-2-carboxaldehyde 
• 603-76-9 1-methylindole 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 124-40-3 dimethyl amine 
• 6965-62-4 3-acetyl-1-methylpyridinium iodide 

Downstream Products

• 41979-56-0 N,N-dimethyl-1-(1-methyl-1H-indol-2-yl)methanamine 
• 1485-22-9 (1-methyl-1H-indol-2-yl)-methanol 

Relevant academic research and scientific papers

An indole-amide-based phosphine ligand enabling a general palladium-catalyzed sterically hindered Suzuki-Miyaura cross-coupling reaction

A novel family of indole-amide-based phosphine ligands was designed and synthesized. The Pd/InAm-phos (L1) catalytic system exhibited excellent efficiency in the Suzuki-Miyaura cross-coupling of sterically hindered (hetero)aryl chlorides to synthesize tri-ortho-substituted biaryls. Excellent product yields were obtained in a short reaction time (e.g., 10 min), and a Pd catalyst loading down to 50 ppm was also achieved. The oxidative addition adduct of Pd-L1 with 2-chlorotoluene was also well-characterized by single-crystal X-ray crystallography and showed a κ2-P,O-coordination of L1 with palladium.

Preparation of N,N-dimethyl aromatic amides from aromatic aldehydes with dimethylamine and iodine reagents

Various N,N-dimethyl aromatic amides were obtained in good to moderate yields by the reaction of aromatic aldehydes with aqueous dimethylamine in the presence of molecular iodine or 1,3-diiodo-5,5-dimethylhydantoin (DIH) at room temperature. Under the same conditions and using the same procedure, treatment of aromatic aldehydes and morpholine in the presence of DIH also provided the corresponding N-aroyl morpholines in good to moderate yields. Georg Thieme Verlag Stuttgart · New York.

Nucleophilic Addition of 2-Indolylacyl Anion Equivalents to N-Alkylpyridinium Salts

The reactions of the anions derived from dithioacetals 1-3 and α-amino nitriles 4 toward pyridinium salts 5 are studied.Depending on the nucleophile used, 2-(dihydropyridylmethyl)indoles 6 and 7, which can be cyclized to tetracyclic methanoazocinindole systems 10 and 11, respectively, or 2-substituted 3-(dihydropyridyl)indoles 8 and 9 are formed.