ChemicalBook CAS DataBase List 2,4-DICHLOROFURO[3,2-D]PYRIMIDINE

2,4-DICHLOROFURO[3,2-D]PYRIMIDINE synthesis

5synthesis methods

Product Name:2,4-DICHLOROFURO[3,2-D]PYRIMIDINE
CAS Number:956034-07-4
Molecular formula:C6H2Cl2N2O
Molecular Weight:189

956034-06-3

956034-07-4

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).

956034-06-3
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956034-07-4
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Yield:956034-07-4 87%

Reaction Conditions:

with N,N-dimethyl-aniline;trichlorophosphate at 130; for 2 h;

Steps:

10; vii
To a mixture of lH-furo[3,2-d]pyrimidine-2,4-dione (3.0 g, 0.020 mol) in NJf- dimethylaniline (2.0 mL, 0.016 mol) was added phosphorous oxychloride (18.0 mL, 0.193 mol) and the resulting mixture heated at 130 °C for 2 h. The resulting black solution was cooled to RT, then carefully quenched with crushed ice and H₂O, then extracted with EtOAc.The organic layer was isolated, dried (MgSO₄) and concentrated in vacuo to give the title compound as a tan solid (3.26 g, 87 %). ¹H NMR (400 MHz, CDCl₃): δ 7.02 (d, J = 2.2 Hz, 1 H) and 8.08 (d, J = 2.2 Hz, 1 H).

References:

F.HOFFMANN-LA ROCHE AG WO2008/152394, 2008, A1 Location in patent:Page/Page column 25; 35

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956034-06-3
35 suppliers
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956034-07-4
144 suppliers
$50.00/100mg

References

956034-03-0 Synthesis