ethyl 5-fluoroorotic acid

Base Information

• Chemical Name: ethyl 5-fluoroorotic acid
• CAS No.: 132214-26-7
• Molecular Formula: C₇H₇FN₂O₄
• Molecular Weight: 202.142
• Mol file: 132214-26-7.mol

Synonyms:

Chemical Property of ethyl 5-fluoroorotic acid

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Ethyl5-fluoro-2,6-dihydroxypyrimidine-4-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-fluoroorotic acid

There total 1 articles about ethyl 5-fluoroorotic acid 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: 66.0%

5-fluoroorotic acid (703-95-7) + ethyl iodide (75-03-6) → ethyl 5-fluoroorotic acid (132214-26-7)

Guidance literature:

5-fluoroorotic acid; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; for 0.5h;

ethyl iodide; In N,N-dimethyl-formamide; at 60 ℃; for 2h;

Reference yield: 93.0%

ethyl 5-fluoroorotic acid (132214-26-7) → ethyl 2,6-dichloro-5-fluoropyrimidine-4-carboxylate (1266238-63-4)

Guidance literature:

ethyl 5-fluoroorotic acid; With N,N-diethylaniline; trichlorophosphate; at 90 ℃; for 4h;

With sodium hydrogencarbonate; In water; pH=8;

Reference yield:

ethyl 5-fluoroorotic acid (132214-26-7) → (S)-5'-fluoro-2-[2-(4-fluoro-phenyl)-morpholin-4-yl]-1-methyl-1H-[4,4']bipyrimidinyl-6-one (1266238-52-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: N,N-diethylaniline; trichlorophosphate / 4 h / 90 °C

1.2: pH 8

2.1: triethylamine; hydrogen / 5% Pd(II)/C(eggshell) / tetrahydrofuran / 3 h

3.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / -80 °C

3.2: 3 h / -80 - 20 °C

4.1: ethanol / 14 h / 60 - 90 °C

5.1: trichlorophosphate / N,N-dimethyl-formamide; 1,2-dichloro-ethane / 1 h / 0 - 40 °C

6.1: triethylamine / tetrahydrofuran / 8 h / 20 °C

With hydrogen; triethylamine; N,N-diethylaniline; lithium hexamethyldisilazane; trichlorophosphate; 5% Pd(II)/C(eggshell); In tetrahydrofuran; ethanol; hexane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

upstream raw materials:

5-fluoroorotic acid

ethyl iodide

Downstream raw materials:

(S)-5'-fluoro-2-[2-(4-fluoro-phenyl)-morpholin-4-yl]-1-methyl-1H-[4,4']bipyrimidinyl-6-one

ethyl 2,6-dichloro-5-fluoropyrimidine-4-carboxylate

Refernces

• 1、 -. "ARYL SUBSTITUTED PYRIMIDINES FOR USE IN INFLUENZA VIRUS INFECTION". Page/Page column 22. . Retrieved 2017/09/24.