3-Oxo-3-(pyriMidin-4-yl)propionic acid ethyl ester synthesis

5synthesis methods

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 Synthesis

62846-82-6
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$16.00/250mg

141-78-6 Synthesis

141-78-6
606 suppliers
$22.37/250ml

3-Oxo-3-(pyriMidin-4-yl)propionic acid ethyl ester

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 Synthesis

141-78-6
606 suppliers
$22.37/250ml

184951-32-4 Synthesis