108290-86-4

Basic information

• Product Name: ETHYL 2-AMINO-1H-PYRROLE-3-CARBOXYLATE
• Synonyms: ETHYL 2-AMINO-1H-PYRROLE-3-CARBOXYLATE;2-amino-1H-Pyrrole-3-carboxy-lic acid ethyl ester;ETHYL 2-AMINO-1H-PYRROLE-...;1H-Pyrrole-3-carboxylicacid, 2-aMino-, ethyl ester
• CAS NO: 108290-86-4
• Molecular Formula: C₇H₁₀N₂O₂
• Molecular Weight: 154.17
• Mol File: 108290-86-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 360.5±22.0 °C(Predicted)
• Appearance: /
• Density: 1.238±0.06 g/cm3(Predicted)
• PKA: 18.24±0.50(Predicted)
• CAS DataBase Reference: ETHYL 2-AMINO-1H-PYRROLE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-AMINO-1H-PYRROLE-3-CARBOXYLATE(108290-86-4)
• EPA Substance Registry System: ETHYL 2-AMINO-1H-PYRROLE-3-CARBOXYLATE(108290-86-4)

Safety Data

• Hazardous Substances Data: 108290-86-4(Hazardous Substances Data)

Usage

Description

ETHYL 2-AMINO-1H-PYRROLE-3-CARBOXYLATE is an organic compound that serves as a crucial reagent in the synthesis of pyrrolo pyrimidines. These pyrrolo pyrimidines are known to function as glucocerebrosidase activators, which are essential in the treatment of various medical disorders.

Uses

Used in Pharmaceutical Industry:
ETHYL 2-AMINO-1H-PYRROLE-3-CARBOXYLATE is used as a reagent for the synthesis of pyrrolo pyrimidines, which are important in the development of glucocerebrosidase activators. These activators play a significant role in the treatment of medical disorders, particularly those related to the malfunctioning of glucocerebrosidase enzyme. By enhancing the activity of this enzyme, pyrrolo pyrimidines can help alleviate the symptoms and complications associated with these disorders, making ETHYL 2-AMINO-1H-PYRROLE-3-CARBOXYLATE a valuable component in the pharmaceutical industry.

Upstream product

• 50551-10-5 ethyl amidinoacetate 
• 621-62-5 chloroacetaldehyde diethyl acetal 
• 4360-63-8 2-bromomethyl-1,3-dioxolane 
• 97-97-2 chloroacetaldehyde dimethyl acetal 
• 107-20-0 2-chloroethanal 
• 57508-48-2 carbethoxyacetamidine hydrochloride 

Downstream Products

• 5655-01-6 3H,4H,5H-pyrrolo[3,2-d]pyrimidin-4-one 

Relevant articles and documents

Synthesis and transformations of pyrrolo[1,2-a][1,3,5]-triazines

Pyrrolotriazines and related fused azaheterocycles have high potential for the synthesis of bioactive compounds, especially as a purine base isoster in carbon linked nucleosides. Although many structurally related compounds have already been synthesized and used in medicinal chemistry, pyrrolo[1,3,5]triazines have barely been described. The present work describes the synthesis of such heterocycles via condensation of 2-amino-3-ethoxycarbonylpyrrole with ethoxycarbonyliso(thio)cyanate. In a brief reactivity study of the obtained fused pyrroles, O- and S-alkylation, ester hydrolysis as well as regioselective bromination at the 6-position was demonstrated.

Continuous preparation method for 2-aminopyrrolyl-3-ethyl carboxylate

The invention provides a continuous preparation method for 2-aminopyrrolyl-3-ethyl carboxylate. The preparation method comprises the steps: continuously feeding a trichloroacetaldehyde solution to a first continuous reactor to carry out continuous acid catalyzed depolymerization on trichloroacetaldehyde, so as to a chloroacetaldehyde solution; and continuously feeding a 3-amino-3-imidoethyl propionate solution, an alkali solution and the chloroacetaldehyde solution to a second continuous reactor for a condensation reaction, thereby obtaining the 2-aminopyrrolyl-3-ethyl carboxylate. According to the continuous process, the restriction to anhydrous chloroacetaldehyde is broken through, the anhydrous chloroacetaldehyde is prepared by a continuous reaction, the reaction speed is higher than that of batches, and the yield is higher; and when the prepared chloroacetaldehyde solution is directly applied to the condensation reaction of next step, the material proportioning ratio is more controllable, the front and rear two steps can be compatible, and thus, the yield of the 2-aminopyrrolyl-3-ethyl carboxylate is globally increased. In addition, due to the continuous process, a scaling effect of the batches is avoided, and high yield during industrial application is also guaranteed.

SUBSTITUTED PYRROLO[1,2-A]PYRIMIDINES AND THEIR USE IN THE TREATMENT OF MEDICAL DISORDERS

The invention provides substituted pyrrolo[l,2-a]pyrimi dines and related organic compounds, compositions containing such compounds, medical kits, and methods for using such compounds and compositions to treat medical disorders, e.g., Gaucher disease, Parkinson's disease, Lewy body disease, dementia, or multiple system atrophy, in a patient. Exemplary substituted pyrrolo[1,2-a]pyrimidines compounds described herein include substituted 2,4-dimethyl-N-phenylpyrrolo[l,2-a]pyrimidine-8-carboxamide compounds and variants thereof.