ethyl 4-aminopyrimidine-5-carboxylate Chemical Properties

Melting point:

174-177 °C

Boiling point:

304.0±22.0 °C(Predicted)

Density 

1.261±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Methanol/Water; DMF, DMSO

form 

Solids

pka

3.94±0.10(Predicted)

color 

Off-White

Safety Information

HS Code 

2933599590

ethyl 4-aminopyrimidine-5-carboxylate Usage And Synthesis

Uses

4-Aminopyrimidine-5-carboxylic Acid Ethyl Ester is a substituted pyrimidine and an intermediate in the synthesis of Thiamine (T344185) analogues.

Synthesis

4-Aminopyrimidine-5-carboxylic acid (1.0 g, 7.2 mmol) was used as raw material and mixed with 15 mL of ethanol and 1 mL of concentrated sulfuric acid. The suspension was stirred under reflux conditions for 72 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was poured on ice and stirred for 1 hour and subsequently neutralized with saturated sodium carbonate solution. The product was extracted with chloroform (3 x 70 mL) and the combined organic layers were washed with brine and dried with anhydrous sodium sulfate. Finally, the organic phase was concentrated under reduced pressure to give ethyl 4-aminopyrimidine-5-carboxylate (0.76 g, 63% yield).

References

[1] Patent: US2007/179164, 2007, A1. Location in patent: Page/Page column 46
[2] Patent: US9486455, 2016, B2. Location in patent: Page/Page column `46

ethyl 4-aminopyrimidine-5-carboxylate(65195-35-9)Related Product Information

• Ethyl 4-amino-2-(ethylthio)-5-pyrimidinecarboxylate
• ETHYL 4-AMINO-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE
• ETHYL 4-AMINO-2-MERCAPTOPYRIMIDINE-5-CARBOXYLATE
• Ethyl 4-amino-2-hydroxypyrimidine-5-carboxylate
• ETHYL 2-(METHYLSULFANYL)-4-PIPERIDINO-5-PYRIMIDINECARBOXYLATE
• ETHYL 4-(METHYLAMINO)-2-(METHYLSULFANYL)-5-PYRIMIDINECARBOXYLATE
• ETHYL 4-(BENZYLAMINO)-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE
• {[4-AMINO-5-(ETHOXYCARBONYL)PYRIMIDIN-2-YL]THIO}ACETIC ACID
• ETHYL 4-MORPHOLINO-2-PHENYL-5-PYRIMIDINECARBOXYLATE
• RARECHEM AL FH 0049
• RARECHEM AL FB 0074
• ETHYL 4-(2-[(2,6-DICHLORO-4-PYRIDYL)CARBONYL]HYDRAZINO)-2-(TRIFLUOROMETHYL)PYRIMIDINE-5-CARBOXYLATE
• BUTTPARK 21\09-28
• ETHYL 4-(DIMETHYLAMINO)-2-(METHYLSULFANYL)-5-PYRIMIDINECARBOXYLATE
• ETHYL 2,4-DIAMINO-6-METHYLPYRIMIDINE-5-CARBOXYLATE
• ETHYL 4-(BENZYLAMINO)-2-PHENYL-5-PYRIMIDINECARBOXYLATE
• RARECHEM AL FF 0030
• BUTTPARK 21\09-21