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2-chloro-5-(Methylsulfonyl)pyriMidine synthesis
- Product Name:2-chloro-5-(Methylsulfonyl)pyriMidine
- CAS Number:321565-33-7
- Molecular formula:C5H5ClN2O2S
- Molecular Weight:192.62
![2-chloro-5-(Methylthio)pyriMidine](/CAS/20150408/GIF/115581-36-7.gif)
115581-36-7
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$90.00/10mg
![2-chloro-5-(Methylsulfonyl)pyriMidine](/CAS/20150408/GIF/CB92685622.gif)
321565-33-7
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Yield:321565-33-7 85%
Reaction Conditions:
with 3-chloro-benzenecarboperoxoic acid in dichloromethane at 0 - 20; for 3 h;
Steps:
36.2 Step 2: 2-chloro-5-(methylsulfonyl)pyrimidine
To a stirred solution of 2-chloro-5-(methylthio)pyrimidine (600 mg, 3.75 mmol) in DCM (30 mL) at 0 °C, m-CPBA (1.94 g, 1 1.3 mmol) was added and the reaction mixture was stirred at RT for 3 h. Completion of the reaction was monitored by TLC and the reaction mixture was then evaporated under vacuum. To the resulting mixture, water (5 mL) was added and the aqueous layer was extracted with EtOAc (2 x 50 mL). The combined organic layer was washed with brine solution (20 mL), dried over anhydrous Na2S04 and concentrated under vacuum. The resulting crude material was purified by flash chromatography (Biotage Isolera, eluent: 25% EtOAc in hexane). Yield: 85% (612 mg, yellow gummy oil). 1H NMR (400 MHz, DMSO-tf6): δ 9.25 (s, 2H), 3.43 (s, 3H). HPLC: (Method A), Rt. 1.4 min, 93.3% (Max).
References:
WO2019/37860,2019,A1 Location in patent:Page/Page column 104-105