62983-26-0

Usage

Uses

Used in Pharmaceutical Industry:
N,N-Dimethyl-2-amino-2-methylpropanamide is used as an intermediate in the synthesis of various pharmaceutical compounds. Its ability to form stable amide bonds with carboxylic acids makes it a valuable building block for the development of new drugs.
Used in the Preparation of Fused Heteroarylpyridine Amines:
In the field of medicinal chemistry, N,N-Dimethyl-2-amino-2-methylpropanamide is used as a key component in the preparation of fused heteroarylpyridine amines. These compounds are known to act as large tumor suppressor kinase inhibitors, which play a crucial role in the regulation of cell growth and proliferation. By inhibiting the activity of these kinases, fused heteroarylpyridine amines can potentially suppress the growth of cancer cells and serve as a therapeutic option for various types of cancer.

Upstream product

• 67-56-1 methanol 
• 50-11-3 Gemonil 
• 4221-99-2 (S)-2-butanol 
• 811-98-3 d⁽⁴⁾-methanol 
• 22739-76-0 d8-isopropanol 
• 67-63-0 isopropyl alcohol 
• 78-92-2 iso-butanol 
• 100-51-6 benzyl alcohol 
• 54856-83-6 3-dimethylamino-2,2-dimethyl-2H-azirine 

Downstream Products

• 73766-17-3 N,N-Dimethyl-2-(p-tolylsulfonylamino)isobutyramid 
• 89379-40-8 1-dimethylamino-2-methyl-2-aminopropane 

Relevant academic research and scientific papers

AMIDOPYRAZOLE DERIVATIVE

A platelet coagulation inhibitor which inhibits neither COX-1 nor COX-2 is provided. The inhibitor is a compound represented by general formula (I): wherein Ar1 and Ar2 independently represent a 5- or 6-membered aromatic heterocyclic group optionally substituted with 1 to 3 substituents, or a phenyl group optionally substituted with 1 to 3 substituents; R1 represents a lower acyl group, carboxyl group, a lower alkoxycarbonyl group, a lower alkoxy group, a lower alkyl group optionally substituted with 1 or 2 substituents, a carbamoyl group optionally substituted with 1 or 2 substituents, an oxamoyl group optionally substituted with 1 or 2 substituents, an amino group optionally substituted with 1 or 2 substituents, a 4- to 7-membered alicyclic heterocyclic group optionally substituted with 1 or 2 substituents, a phenyl group optionally substituted with 1 to 3 substituents, or a 5- or 6-membered aromatic heterocyclic group optionally substituted with 1 to 3 substituents; and R2 represents hydrogen atom, a halogeno group, or the like.

Reactions of 3-(Dimethylamino)-2,2-dimethyl-2H-azirines with Barbituric-Acid Derivatives

The reaction of 3-(dimethylamino)-2,2-dimethyl-2H-azirine (1) and 5,5-disubstituted barbituric acids 5 in i-PrOH at ca. 70 deg gives 2-alkanamides of type 6 in good yields (Scheme 1).The formation of 6 proceeds with loss of CO2; various reaction mechanisms with a zwitterionic 1:1 adduct B as common intermediate are discussed (Schemes 2 and 5).Thermolysis of product 6 leads to 2-alkyl-5-(dimethylamino)-4,4-dimethyl-4H-imidazoles 8 or the tautomeric 2-alkylidene derivatives 8'via elimination of HNCO (Scheme 3).The latter undergoes trimerization to give 1,3,5-triazine-2,4,6-trione.No reaction is observed with 1,5,5-trisubstituted barbiturates and 1 in refluxing i-PrOH, but an N-alkylation of the barbiturate occurs in the presence of morpholine (Scheme 4).This astonishing reaction is explained by a mechanism via formation of the 2-alkoxy-2-(dimethylamino)aziridinium ion H which undergoes ring opening to give the O-alkylated 2-amino-N1,N1-dimethylisobutyramide I as alkylating reagent (Scheme 4).