(S)-3-(2-chloropyrimidin-4-yl)-4-isopropyloxazolidin-2-one synthesis
- Product Name:(S)-3-(2-chloropyrimidin-4-yl)-4-isopropyloxazolidin-2-one
- CAS Number:1429180-81-3
- Molecular formula:C10H12ClN3O2
- Molecular Weight:241.67
3934-20-1
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Yield:1429180-81-3 74.1%
Reaction Conditions:
with sodium hydride in N,N-dimethyl-formamide at 0; for 4 h;
Steps:
3.1.1. Synthesis of (S)-3-(2-chloropyrimidin-4-yl)-4-isopropyloxazolidin-2-one (3)
To a mixture of 2,4-dichloropyrimidine (1.00 g, 6.71 mmol) and (S)-4-isopropyl-oxazolidin-2-one (867 mg, 6.71 mmol) in 7 mL anhydrousDMF, a solution of NaH (322 mg, 13.43 mmol) in DMF was addeddropwise under ice bath. The mixture was stirred for 4 h at 0 °C till itscompletion monitored by TLC. The reaction mixture was poured intoice water and the organic layer was collected with EtOAc, washed withsaturated NaHCO3 solution and dried with anhydrous Na2SO4.Purification of the crude product by rapid column chromatography(Petroleum: EtOAc=15:1, v:v) to afford the intermediate 3 as whitesolid (1.2 g, yield 74.1%). 1H NMR (500 MHz, CDCl3)δ 8.52 (d, J=5.8 Hz, 1H), 8.23 (d, J=5.8 Hz, 1H), 4.94-4.77 (m, 1H), 4.50-4.26(m, 2H), 2.72-2.55 (m, 1H), 1.04 (d, J=7.0 Hz, 3H), 0.93(d,J=7.0 Hz, 3H).
References:
Jia, Panli;Wu, Yao;Du, Hongzhi;Yang, Lijun;Zhang, Zhibo;Ma, Tianfang;Li, Sun;Yuan, Shengtao;Lu, Ligong;Zha, Xiaoming [European Journal of Pharmaceutical Sciences,2019,vol. 140,art. no. 105072]
3934-20-1
738 suppliers
$9.00/1g
1429180-81-3
13 suppliers
inquiry