ETHYL 4-(METHYLAMINO)-2-(METHYLSULFANYL)-5-PYRIMIDINECARBOXYLATE Chemical Properties

Melting point:

91-93 °C

Boiling point:

368.9±22.0 °C(Predicted)

Density 

1.24±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Chloroform, Dichloromethane, DMSO, Ethyl Acetate, Methanol

pka

3.11±0.10(Predicted)

form 

Solid

color 

White

ETHYL 4-(METHYLAMINO)-2-(METHYLSULFANYL)-5-PYRIMIDINECARBOXYLATE Usage And Synthesis

Chemical Properties

White Solid

Uses

An intermediate in the preparation of antitumor agents, antiinflammatory agents and tyrosine kinase inhibitors

Synthesis

A 33% aqueous methylamine solution (17.5 mL, 140 mmol) was slowly added dropwise to a dichloromethane solution (120 mL) containing ethyl 4-chloro-2-methylthiopyrimidine-5-carboxylate (10.0 g, 43.1 mmol) at 0 °C. The reaction mixture was stirred at this temperature for 30 minutes. The reaction mixture was stirred at this temperature for 30 minutes. Subsequently, it was quenched by the addition of water (150 mL), the organic phase was separated and dried over anhydrous magnesium sulfate. After filtration, the filtrate was concentrated under reduced pressure to afford the product ethyl 4-methylamino-2-methylthio-5-pyrimidinecarboxylate (9.77 g, 100% yield) as a white solid.

References

[1] Patent: WO2014/144737, 2014, A1. Location in patent: Paragraph 00719
[2] Patent: WO2015/19037, 2015, A1. Location in patent: Page/Page column 87; 88
[3] Patent: US2003/207900, 2003, A1. Location in patent: Page/Page column 15
[4] Journal of Medicinal Chemistry, 2010, vol. 53, # 15, p. 5439 - 5448
[5] Journal of Medicinal Chemistry, 2011, vol. 54, # 7, p. 2255 - 2265

ETHYL 4-(METHYLAMINO)-2-(METHYLSULFANYL)-5-PYRIMIDINECARBOXYLATE(76360-82-2)Related Product Information

• ETHYL 4-(4-CHLOROANILINO)-2-(METHYLSULFANYL)-5-PYRIMIDINECARBOXYLATE
• ETHYL 4-(BENZYLAMINO)-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE
• ETHYL 2-(METHYLSULFANYL)-4-(1-PYRROLIDINYL)-5-PYRIMIDINECARBOXYLATE
• ETHYL 4-(METHYLAMINO)-2-(METHYLSULFANYL)-5-PYRIMIDINECARBOXYLATE
• ETHYL 2-(METHYLSULFANYL)-4-MORPHOLINO-5-PYRIMIDINECARBOXYLATE
• ETHYL 2-(METHYLSULFANYL)-4-PIPERIDINO-5-PYRIMIDINECARBOXYLATE
• ETHYL 4-(3,4-DICHLOROANILINO)-2-(METHYLSULFANYL)-5-PYRIMIDINECARBOXYLATE
• BUTTPARK 21\09-25
• BUTTPARK 21\09-21
• BUTTPARK 21\09-23
• ETHYL 2-(METHYLSULFANYL)-4-[4-(TRIFLUOROMETHOXY)ANILINO]-5-PYRIMIDINECARBOXYLATE
• ETHYL 4-[(2-METHOXYETHYL)AMINO]-2-(METHYLSULFANYL)-5-PYRIMIDINECARBOXYLATE
• BUTTPARK 21\09-28
• ETHYL 4-(DIMETHYLAMINO)-2-(METHYLSULFANYL)-5-PYRIMIDINECARBOXYLATE
• ETHYL 2-(METHYLSULFANYL)-4-[4-(TRIFLUOROMETHYL)ANILINO]-5-PYRIMIDINECARBOXYLATE
• ETHYL 4-[3,5-BIS(TRIFLUOROMETHYL)ANILINO]-2-(METHYLSULFANYL)-5-PYRIMIDINECARBOXYLATE
• ETHYL 4-[4-(2-FLUOROPHENYL)PIPERAZINO]-2-(METHYLSULFANYL)-5-PYRIMIDINECARBOXYLATE
• ETHYL 4-(ALLYLAMINO)-2-(METHYLSULFANYL)-5-PYRIMIDINECARBOXYLATE