| Identification | Back Directory | [Name]
2,4-Dichloro-7,7-diMethyl-5,7-dihydrofuro[3,4-d]pyriMidine | [CAS]
1260088-72-9 | [Synonyms]
2,4-dichloro-7,7-dimethyl-5H-furo[3,4-d]pyrimidine
2,4-dichloro-7,7-dimethyl-5H,7H-furo[3,4-d]pyrimidine
2,4-Dichloro-7,7-diMethyl-5,7-dihydrofuro[3,4-d]pyriMidine
2,4-dichloro-5,7-dihydro-7,7-dimethylFuro[3,4-d]pyrimidine
Furo[3,4-d]pyrimidine, 2,4-dichloro-5,7-dihydro-7,7-dimethyl- | [Molecular Formula]
C8H8Cl2N2O | [MDL Number]
MFCD19688042 | [MOL File]
1260088-72-9.mol | [Molecular Weight]
219.07 |
| Chemical Properties | Back Directory | [Boiling point ]
317.6±42.0 °C(Predicted) | [density ]
1.383±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [pka]
-3.37±0.40(Predicted) | [Appearance]
Off-white to light yellow Solid |
| Hazard Information | Back Directory | [Uses]
2,4-Dichloro-5,7-dihydro-7,7-dimethylfuro[3,4-d]pyrimidine is used for preparation and study of pharmacokinetics, and antitumor activity of dihydrofuro[3,4-d]pyrimidines as inhibitors of mammalian target of rapamycin kinase. | [Synthesis]
Step 3 - Synthesis of 2,4-dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine (p): a mixture of 7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine-2,4(1H,3H)-dione (o) (2.55 g, 14.0 mmol), phosphinic acid chloride (15 mL, 160 mmol) and 1,2-dichloroethane ( The mixture of 80 mL) was heated at 80 °C for 20 hours. Upon completion of the reaction, the mixture was concentrated to a solid and partitioned between dichloromethane (250 mL) and saturated NaHCO3 solution (500 mL). The organic and aqueous phases were separated and the aqueous phase was extracted with dichloromethane (3 x 50 mL). The organic phases were combined, dried over anhydrous Na2SO4, filtered and concentrated to afford 2.53 g (82% yield) of 2,4-dichloro-7,7-dimethyl-5,7-dihydrofurano[3,4-d]pyrimidine (p) as a colorless solid. Product characterization data: 1H NMR (400 MHz, CDCl3) δ 5.02 (s, 2H), 1.51 (s, 6H); LC-MS: m/z = 219(M+H)+. | [References]
[1] Patent: US2010/331305, 2010, A1. Location in patent: Page/Page column 32-33
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 9, p. 3426 - 3435 |
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