| Identification | Back Directory | [Name]
4-Chloro-5-pyrimidineacetic acid ethyl ester | [CAS]
6214-47-7 | [Synonyms]
ethyl 2-(4-chloropyriMidin-5-yl)acetate
5-Pyrimidineacetic acid, 4-chloro-, ethyl ester
4-Chloro-5-pyrimidineacetic acid ethyl ester | [Molecular Formula]
C8H9ClN2O2 | [MDL Number]
MFCD13194669 | [MOL File]
6214-47-7.mol | [Molecular Weight]
200.62 |
| Chemical Properties | Back Directory | [Boiling point ]
95-96 °C(Press: 0.04 Torr) | [density ]
1.276±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [pka]
-0.25±0.16(Predicted) |
| Hazard Information | Back Directory | [Synthesis]
Ethyl 2-(6-oxo-1,6-dihydropyrimidin-5-yl)acetate (1107) (0.868 g, 4.77 mmol) was mixed with phosphorus oxychloride (POCl3) (6 mL) under nitrogen protection and heated to reflux. The reaction was maintained for 5 min and then cooled to room temperature. The reaction mixture was slowly poured into water (300 mL) and the aqueous phase was extracted with dichloromethane (DCM) (3 x 100 mL). The organic phases were combined, washed with saturated saline (100 mL), dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to afford the target compound 4-chloro-5-pyrimidine ethyl acetate (1108) (0.885 g, 93% yield) as a light yellow oil.1H NMR (400 MHz, CDCl3) δ 8.93 (s, 1H), 8.61 (s , 1H), 4.21 (q, J = 7.1 Hz, 2H), 3.76 (s, 2H), 1.28 (t, J = 7.1 Hz, 3H).LCMS method C: retention time 5.09 min; m/z 201.0, 203.1 [M+H]+. | [References]
[1] Patent: WO2012/110773, 2012, A1. Location in patent: Page/Page column 130; 132
[2] Patent: WO2014/27199, 2014, A1. Location in patent: Page/Page column 134 |
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