5379-94-2

Usage

InChI:InChI=1/C13H16N2/c1-2-6-13-12(5-1)11(9-14-13)10-15-7-3-4-8-15/h1-2,5-6,9,14H,3-4,7-8,10H2

Upstream product

• 123-75-1 pyrrolidine 
• 120-72-9 indole 
• 75-09-2 dichloromethane 
• 75629-45-7 (Z)-3-(pyrrolidin-1-ylmethylene)-3H-indole 
• 19213-23-1 1-((pyrrolidin-1-yl)methyl)-1H-benzo[d][1,2,3]triazole 
• 487-89-8 Indole-3-carboxaldehyde 
• 27393-78-8 1-(indole-3-carbonyl)-pyrrolidine 
• 50-00-0 formaldehyd 
• 87-52-5 3-(Dimethylaminomethyl)indole 

Relevant academic research and scientific papers

Bioactivity-guided synthesis of gramine derivatives as new MT1 and 5-HT1A receptors agonists

Twenty-four gramine derivatives were synthesized and evaluated on MT1 and 5-HT1A receptors in vitro. Among them, seven derivatives (7, 8, 16, 19, 20, 21, and 24) exhibited higher agonisting activities on MT1 or 5-HT1A

Cooperative catalysis with block copolymer micelles: A combinatorial approach

A rapid approach to identifying complementary catalytic groups using combinations of functional polymers is presented. Amphiphilic polymers with "clickable" hydrophobic blocks were used to create a library of functional polymers, each bearing a single functionality. The polymers were combined in water, yielding mixed micelles. As the functional groups were colocalized in the hydrophobic microphase, they could act cooperatively, giving rise to new modes of catalysis. The multipolymer "clumps" were screened for catalytic activity, both in the presence and absence of metal ions. A number of catalyst candidates were identified across a wide range of model reaction types. One of the catalytic systems discovered was used to perform a number of preparative-scale syntheses. Our approach provides easy access to a range of enzyme-inspired cooperative catalysts.

A practical synthesis of indole-based heterocycles using an amidoaluminum-mediated strategy

A large number of biologically active compounds consist of an indole scaffolding. Because of this, chemists are continually searching for more efficient means through which to successfully synthesize the required alkaloids. In our recent effort to synthes

A general synthesis of 1-(dialkylaminomethyl)indoles

1-(N,N-Dialkylamino)methylindoles are prepared from the corresponding 1-(dialkylaminomethyl)benzotriazoles by treatment with indole and base. The aminoalkylation proceeds in high yield with good regioselectivity.

Mannich Reactions Of Indoles With Dichloromethane And Secondary Amines Under High Pressure

Mannich reactions of indole with dichloromethane and secondary amines gave the corresponding Mannich bases in moderate to good yields, while 2-methylindole afforded only low yields of the Mannich bases.Some limitations were observed in the cases of hinder

PREPARATION AND REACTIONS OF 3-(AMINOMETHYLENE)-3H-INDOLES

A series of 3-(aminomethylene)-3H-indoles (1a-e and 6a-8a) was prepared by the condensation of 3-indolecarbaldehydes (2-5) with secondary amines.Among them, 3-(1-pyrrolidinylmethylene)-3H-indoles (1a and 6a-8a) were obtained as stable colorless prisms, while 3-(piperidinomethylene)-3H-indole (1b) and 3-(morpholinomethylene)-3H-indole (1c) readily polymerized in refluxing benzene.Reaction of 1 with electrophiles, such as alkyl and acyl halides, gave 1-substituted 3-aminomethylene-3H-indolium salts, which were converted to the corresponding 1-substituted 3-indolecarbaldehydes by hydrolysis.Reaction of 1 with active methylene compounds proceeded under mild reaction conditions to afford the corresponding condensation products in good yields.Successive reaction of 1 with electrophiles and nucleophiles provided a convenient route to 1,3-disubstituted indole derivatives.Keywords-conjugated enamine; 3-indolecarbaldehyde; 3-(aminomethylene)-3H-indole; 3-(aminomethylene)-3H-indolium salt; active methylene compounds; 3-(substituted vinyl)indole; gramine; electrophilic reaction; condensation