2,4-DICHLOROFURO[3,2-D]PYRIMIDINE Chemical Properties

Density 

1.619±0.06 g/cm3(Predicted)

storage temp. 

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

pka

-1.02±0.40(Predicted)

Appearance

Light yellow to brown Solid

InChI

InChI=1S/C6H2Cl2N2O/c7-5-4-3(1-2-11-4)9-6(8)10-5/h1-2H

InChIKey

OTFDNOQBJWBJJM-UHFFFAOYSA-N

SMILES

C1(Cl)=NC(Cl)=C2OC=CC2=N1

Safety Information

HS Code 

2934999090

2,4-DICHLOROFURO[3,2-D]PYRIMIDINE Usage And Synthesis

Uses

2,4-Dichlorofuro[3,2-d]pyrimidine is a furopyrimidine derivative used in the preparation of phosphoinositide 3-kinase inhibitor.

Synthesis

Furo[3,2-d]pyrimidine-2,4-diol (7J) (1.52 g, 10 mmol) was added to N,N-dimethylaniline (1 mL, 8 mmol) and trichlorophosphorus (0.9 mL, 9.65 mmol) as a starting material and the reaction was carried out for 3 hours at 130°C. The reaction was carried out at 130°C for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature and carefully quenched with ice water. The resulting solid product was collected by filtration, washed with water and dried under vacuum to afford 2,4-dichlorofuro[3,2-d]pyrimidine (7K) (1.02 g, 54% yield) as a light brown solid. The melting point of the product was 107.3°C. The NMR hydrogen spectrum (300 MHz, CDCl3) data were as follows: δ 8.08 (d, J = 2.2 Hz, 1H), 7.02 (d, J = 2.2 Hz, 1H).

References

[1] Patent: WO2011/79230, 2011, A2. Location in patent: Page/Page column 57
[2] Patent: US2008/76758, 2008, A1. Location in patent: Page/Page column 78
[3] Patent: WO2008/70740, 2008, A1. Location in patent: Page/Page column 138
[4] Patent: WO2008/73785, 2008, A2. Location in patent: Page/Page column 165
[5] Journal of Medicinal Chemistry, 2011, vol. 54, # 22, p. 7815 - 7833

2,4-DICHLOROFURO[3,2-D]PYRIMIDINE(956034-07-4)Related Product Information

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