4-Amino-6-chloro-5-fluoropyrimidine Chemical Properties

Boiling point:

275.2±35.0℃ (760 Torr)

Density 

1.564±0.06 g/cm3 (20 ºC 760 Torr)

Flash point:

120.3±25.9℃

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

0.27±0.10(Predicted)

Appearance

White to light yellow Solid

InChI

InChI=1S/C4H3ClFN3/c5-3-2(6)4(7)9-1-8-3/h1H,(H2,7,8,9)

InChIKey

FEIFDRDCVMVUJA-UHFFFAOYSA-N

SMILES

C1=NC(Cl)=C(F)C(N)=N1

Safety Information

Safety Statements 

24/25

HazardClass 

IRRITANT-HARMFUL, AVOID SKIN CONTACT

HS Code 

29335990

4-Amino-6-chloro-5-fluoropyrimidine Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-amino-6-chloro-5-fluoropyrimidine from 4,6-dichloro-5-fluoropyrimidine: 4,6-dichloro-5-fluoropyrimidine (1.67 g, 10.0 mmol), n-butanol (6 mL), and 28% aqueous ammonium hydroxide (12 mL) were added to a sealed tube and mixed well. The reaction mixture was heated at 90 °C for 2 hours. After completion of the reaction, it was cooled to room temperature and the precipitated white crystals were collected by filtration to afford the target product 4-amino-6-chloro-5-fluoropyrimidine (1.31 g, 89% yield). The product was analyzed by LC-MS (ESI), m/z: 147.9 [M+H]+.

References

[1] Patent: WO2012/35039, 2012, A1. Location in patent: Page/Page column 108-109
[2] Patent: US2009/36419, 2009, A1. Location in patent: Page/Page column 44
[3] Patent: WO2013/185082, 2013, A2. Location in patent: Page/Page column 47