Pyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione

Base Information

• Chemical Name: Pyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione
• CAS No.: 918538-04-2
• Molecular Formula: C6H5N3O2
• Molecular Weight: 151.12300
• Hs Code.: 2933990090
• European Community (EC) Number: 961-783-0
• ChEMBL ID: CHEMBL4544520
• DSSTox Substance ID: DTXSID50575571
• Wikidata: Q72505717
• Mol file: 918538-04-2.mol

Synonyms:918538-04-2;Pyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione;Pyrrolo[2,1-f][1,2,4]triazine-2,4-dione;1H,2H,3H,4H-PYRROLO[2,1-F][1,2,4]TRIAZINE-2,4-DIONE;1H-pyrrolo[2,1-f][1,2,4]triazine-2,4-dione;MFCD11053713;SCHEMBL1269078;CHEMBL4544520;DTXSID50575571;AQTRWCPNROUMPO-UHFFFAOYSA-N;PYRROLO[1,2-F][1,2,4]TRIAZINE-2,4(1H,3H)-DIONE;AMY12342;BCP08988;AKOS006306616;PB13333;DS-11501;SY031561;CS-0000093;EN300-6750779;A853045;J-524165;J-524168;Pyrrolo[2,1-f ][1,2,4]triazine-2,4(1H,3H)-dione

Chemical Property of Pyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione

Chemical Property:

• PKA: 4.92±0.20(Predicted)
• PSA: 70.13000
• Density: 1.74g/cm3
• LogP: -0.68410
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 151.038176411
• Heavy Atom Count: 11
• Complexity: 216

Purity/Quality:

98% ^*data from raw suppliers

Pyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C(=C1)C(=O)NC(=O)N2

Technology Process of Pyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione

There total 6 articles about Pyrrolo[2,1-f][1,2,4]triazine-2,4(1H,3H)-dione 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: 75.0%

chloroformic acid ethyl ester (541-41-3) + 1-aminopyrrole-2-carboxamide (159326-69-9) → pyrrolo[2,1-f][1,2,4]triazine-2,4(1H, 3H)-dione (918538-04-2)

Guidance literature:

chloroformic acid ethyl ester; 1-aminopyrrole-2-carboxamide; With pyridine; In 1,4-dioxane; for 1h; Reflux;

at 155 ℃; for 17h;

Reference yield: 63.0%

1-(ethoxyformamido)-1H-pyrrole-2-carboxamide (1379337-32-2) → pyrrolo[2,1-f][1,2,4]triazine-2,4(1H, 3H)-dione (918538-04-2)

Guidance literature:

at 155 ℃; for 17h;

Reference yield:

N-amino-1H-pyrrole-2-carbonitrile (159326-66-6) → pyrrolo[2,1-f][1,2,4]triazine-2,4(1H, 3H)-dione (918538-04-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide; water / 20 °C

2.1: pyridine / 1,4-dioxane / 0.25 h

2.2: 1 h / Reflux

3.1: sodium ethanolate / ethanol / 2 h / Reflux

With pyridine; water; sodium ethanolate; potassium hydroxide; In 1,4-dioxane; ethanol;

DOI:10.1016/j.bmc.2013.12.055

upstream raw materials:

1-(ethoxyformamido)-1H-pyrrole-2-carboxamide

chloroformic acid ethyl ester

1-aminopyrrole-2-carboxamide

N-amino-1H-pyrrole-2-carbonitrile

Downstream raw materials:

2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrrolo[1,2-f][1,2,4]triazin-4-amine

2,4-dichloropyrrolo[2,1-f][1,2,4]triazine-7-carbaldehyde

(S)-1-(4-((5-cyclopropyl-1H-pyrazol-3-yl)amino)pyrrolo[2,1-f][1,2,4]triazin-2-yl)-2-methylpyrrolidine-2-carboxylic acid

2-chloro-4-phenylpyrrolo[2,1-f][1,2,4]triazine