ETHYL2-(4-HYDROXYPYRIMIDIN-5-YL)ACETATE

Base Information

• Chemical Name: ETHYL2-(4-HYDROXYPYRIMIDIN-5-YL)ACETATE
• CAS No.: 6214-46-6
• Molecular Formula: C₈H₁₀N₂O₃
• Molecular Weight: 182.179
• Hs Code.: 2933599090
• Mol file: 6214-46-6.mol

Synonyms:5-Pyrimidineaceticacid, 4-hydroxy-, ethyl ester (7CI,8CI);

Chemical Property of ETHYL2-(4-HYDROXYPYRIMIDIN-5-YL)ACETATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 155-156 °C
• Refractive Index: 1.538
• Boiling Point: 314.46 °C at 760 mmHg
• PKA: 8.62±0.40(Predicted)
• Flash Point: 143.981 °C
• PSA: 72.31000
• Density: 1.268 g/cm³
• LogP: 0.28780
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl2-(4-hydroxypyrimidin-5-yl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL2-(4-HYDROXYPYRIMIDIN-5-YL)ACETATE

There total 5 articles about ETHYL2-(4-HYDROXYPYRIMIDIN-5-YL)ACETATE 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: 55.0%

formamidine acetic acid (3473-63-0) + diethyl 2-formylbutanedioate (5472-38-8) → ethyl (4-hydroxypyrimidin-5-yl)acetate (6214-46-6)

Guidance literature:

diethyl 2-formylbutanedioate; With sodium ethanolate; In ethanol; at 0 ℃; for 0.0833333h; Inert atmosphere;

formamidine acetic acid; In ethanol; at 0 - 20 ℃; for 48h; Inert atmosphere;

With hydrogenchloride; In ethanol; water; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1007/s00706-015-1634-1

Reference yield: 40.0%

ethyl 2-(4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetate (29571-39-9) → ethyl 2-(6-oxo-1,6-dihydropyrimidin-5-yl)acetate (6214-46-6)

Guidance literature:

With water; Raney nickel; at 20 ℃; for 90h; Reflux;

Reference yield:

succinic acid diethyl ester (123-25-1) → ethyl 2-(6-oxo-1,6-dihydropyrimidin-5-yl)acetate (6214-46-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium / diethyl ether / 17 h / 0 - 20 °C / Inert atmosphere

2.1: sodium ethanolate / ethanol / 17 h / 20 °C / Inert atmosphere; Reflux

2.2: 0 °C

3.1: water / Raney nickel / 90 h / 20 °C / Reflux

With water; sodium ethanolate; sodium; Raney nickel; In diethyl ether; ethanol;

upstream raw materials:

formamidine acetic acid

diethyl 2-formylbutanedioate

succinic acid diethyl ester

ethyl 2-(4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetate

Downstream raw materials:

5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one

2-(4-(2-(2-((4-(1-methylpiperidin-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)pyrimidin-5-yl)acetamide

2-(4-(2-(2-((4-(piperidin-4-yl)phenyl)amino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)pyrimidin-5-yl)acetamide

tert-butyl 4-(4-((4-(2-(5-(2-amino-2-oxoethyl)pyrimidin-4-yl)ethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidine-1-carboxylate

Refernces

• 1、 -. "FAK AND FLT3 INHIBITORS". . . Retrieved 2014/03/22.