反应详情

In a 15 ml single-neck round bottom flask equipped with a reflux condenser, a solution of 0.69 g (0.00162 mole) of allyl trans-2-[3-(6-chloro-3,4-dihydro-4-oxothieno[3,2-d]pyrimidin-3-yl)-2-oxopropyl]-3-hydroxy-1-piperidinecarboxylate and 6 ml of 48% aqueous hydrobromic acid was immersed in an oil bath preheated to 100° C. Heating was continued for 7.0 minutes. The solution was allowed to cool to room temperature, and the volatile components were evaporated under reduced pressure. Ethanol (5 ml) was added to the residue, and again the mixture was evaporated to dryness. This operation was repeated once more to afford a dark residue which was then triturated with a 1:1 solution of ethanol and acetone to furnish cream colored solid. The mixture was filtered, and the residue was dried under reduced pressure (about 1 mm Hg) to give the title compound: yield 0.50 g (61%); 1H-nmr (DMSO-d6) delta 1.3-2.0 ppm (multiplet, 4H, OCHCH2CH2CH2N), 2.8-3.0 (multiplet, 2H, COCH2CH), 3.1-3.6 (multiplet, 4H, NCH2, NCHCH2, CHOH), 5.2 (singlet, 2H, NCH2CO), 7.6 (singlet, 1H, thieno H), 8.4 (singlet, 1H, N=CH--N), 8.8 (broad singlet, 3H, NH2, NH).

1. customIn a 15 ml single-neck round bottom flask equipped with a reflux condenser
2. custompreheated to 100° C
3. temperatureHeating
4. customthe volatile components were evaporated under reduced pressure
5. additionEthanol (5 ml) was added to the residue
6. customagain the mixture was evaporated to dryness
7. customto afford a dark residue which
8. customwas then triturated with a 1:1 solution of ethanol and acetone
9. customto furnish cream colored solid
10. filtrationThe mixture was filtered
11. customthe residue was dried under reduced pressure (about 1 mm Hg)