3-Oxo-3-(pyriMidin-4-yl)propionic acid ethyl ester synthesis
- Product Name:3-Oxo-3-(pyriMidin-4-yl)propionic acid ethyl ester
- CAS Number:64210-67-9
- Molecular formula:C9H10N2O3
- Molecular Weight:194.19
62846-82-6
116 suppliers
$16.00/250mg
141-78-6
652 suppliers
$22.37/250ml
64210-67-9
16 suppliers
$119.00/1g
Yield:64210-67-9 92%
Reaction Conditions:
with ethanol;sodium hydride in diethyl ether;toluene at 80; for 3 h;Product distribution / selectivity;
Steps:
6.4
A solution of ethanol (16.18 g, 0.351 mol) in diethyl ether (15 ml) was added to a solution of sodium hydride (13.71 g, 0.343 mol, 60% in paraffin, paraffin was removed by washing with hexane) in diethyl ether (100 ml) . After stirring the mixture for 30 min, the solvent was evaporated under reduced pressure, and toluene (100 ml) was added. A solution of ethyl pyrimidine-4-carboxylate (30.86 g, 0.203 mol) and ethyl acetate (30.48 g, 0.346 mol) in toluene (100 ml) was added, and the mixture was heated at 800C for 3 hrs . Hydrochloric acid was added, then sodium bicarbonate was added to adjust to pH 4. The solution was partitioned between water and ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. The solvent was evaporated under reduced pressure to give ethyl 3-OXO-3- (pyrimidin-4-yl) propionate (36.10 g, 92%) . 1H NMR (CDCl3) δ: 1.35 (3H, t, J=6.9 Hz), 4.31 '(2H, q, J=7.2 Hz), 6.47 (IH, s), 7.84 (IH, dd, J=I.5, 5.4 Hz), 8.89 (IH, d, J=5.1 Hz), 9.24 (IH, d, J=I.2 Hz), 12.22 (IH, s)
References:
WO2007/11065,2007,A2 Location in patent:Page/Page column 92
141-78-6
652 suppliers
$22.37/250ml
184951-32-4
15 suppliers
$49.47/1mg:
64210-67-9
16 suppliers
$119.00/1g
31462-59-6
224 suppliers
$8.00/1g
1071-46-1
294 suppliers
$5.00/1g
64210-67-9
16 suppliers
$119.00/1g
31462-59-6
224 suppliers
$8.00/1g
6148-64-7
405 suppliers
$5.00/10g
64210-67-9
16 suppliers
$119.00/1g
31462-59-6
224 suppliers
$8.00/1g
64210-67-9
16 suppliers
$119.00/1g