N-(2-Aminoethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide

Base Information

• Chemical Name: N-(2-Aminoethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide
• CAS No.: 546145-03-3
• Molecular Formula: C₉H₁₄N₄O₃
• Molecular Weight: 226.235
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID80401379
• Nikkaji Number: J1.395.238H
• Wikidata: Q82204466
• Mol file: 546145-03-3.mol

Synonyms:N-(2-Aminoethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide;546145-03-3;N-(2-aminoethyl)-2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetamide;TimTec1_004651;SCHEMBL12755532;DTXSID80401379;HMS1547D09;WWA14503;AKOS022173502;DS-7325;SB60631;CS-0187537;C75560;A870405

Chemical Property of N-(2-Aminoethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide

Chemical Property:

• PSA: 113.73000
• LogP: -0.12720
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 226.10659032
• Heavy Atom Count: 16
• Complexity: 351

Purity/Quality:

97% ^*data from raw suppliers

N-(2-Aminoethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=O)CC(=O)NCCN

Technology Process of N-(2-Aminoethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide

There total 5 articles about N-(2-Aminoethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamide 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: 52.6%

methyl (5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)ethanoate (134456-94-3) + ethylenediamine (107-15-3,85404-18-8) → N-(2-aminoethyl)(1-thyminyl)acetamide (546145-03-3)

Guidance literature:

In methanol; for 3h; Inert atmosphere; Reflux;

DOI:10.1021/ol3004047

Reference yield:

C14H22N4O5 → N-(2-aminoethyl)(1-thyminyl)acetamide (546145-03-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h; Schlenk technique;

DOI:10.1002/pola.28954

Reference yield:

thymin (65-71-4,28806-14-6,691841-57-3) → N-(2-aminoethyl)(1-thyminyl)acetamide (546145-03-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / water / 1 h / 40 °C

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-pyrrolidine-2,5-dione / N,N-dimethyl-formamide / 1 h / 20 °C / Schlenk technique

2.2: 24 h / 20 °C / Schlenk technique

3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Schlenk technique

With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; potassium hydroxide; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/pola.28954

upstream raw materials:

ethylenediamine

2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetonitrile

methyl (5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)ethanoate

thymidyl acetic acid