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ChemicalBook CAS DataBase List 2,4-Dichlorothieno[3,2-d]pyrimidine
16234-14-3

2,4-Dichlorothieno[3,2-d]pyrimidine synthesis

6synthesis methods
-

Yield:16234-14-3 100%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine;trichlorophosphate for 2 h;Heating / reflux;

Steps:



To a suspension of the uracil (5g, 29mmol) in POCI3 (4OmL) was added diisopropylethylamine (13mL, 74mmol) and the reaction heated at reflux for 2h. The excess POCb and diisopropylethylamine were then removed by distillation under reduced pressure and the brown solid obtained dissolved in chloroform and partitioned against water. The aqueous phase was made basic by the addition of 5M NaOH, and extracted twice further with chloroform. The combined organic fractions were washed with water and brine, dried (Na2SO4) filtered and concentrated to afford the product as a pale brown solid (6.05g, quantitative yield). 1H NMR (CDCl3, 300 MHz): 8.16 (d, J=5.4Hz, IH), 7.56 (d, J=5.7Hz, IH); LRMS (ESI): m/z calcd for [M+H]+ 204.94, 206.94 found 205.1, 207.0.

References:

WO2009/62258,2009,A1 Location in patent:Page/Page column 91

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