2-Chloropyrimidine-5-carbaldehyde synthesis
- Product Name:2-Chloropyrimidine-5-carbaldehyde
- CAS Number:933702-55-7
- Molecular formula:C5H3ClN2O
- Molecular Weight:142.54
131467-06-6
933702-55-7
General procedure for the synthesis of 2-chloropyrimidine-5-carbaldehyde from 2-chloro-5-vinylpyrimidine: 2-chloro-5-vinylpyrimidine (0.1 g, 0.7 mmol) was dissolved in a mixed solvent of dioxane (1 mL) and water (1 mL) at room temperature, and 2,6-dimethylpyridine (0.188 g, 1.76 mmol), osmium tetroxide (3.5 mg 0.007 mmol) and sodium periodate (0.59 g, 2.81 mmol). The reaction mixture was stirred at room temperature for 2-3 hours. After completion of the reaction, the reaction was quenched with ethyl acetate and water. The organic layer was separated and washed sequentially with water and brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to afford 2-chloropyrimidine-5-carbaldehyde (0.04 g, 40% yield) using 20% ethyl acetate-hexane as eluent. The product was characterized by 1HNMR (CDCl3, 300 MHz): δ 10.15 (s, 1H), 9.07 (s, 2H).
166757-62-6
49 suppliers
$45.00/10mg
933702-55-7
154 suppliers
$45.00/50mg
Yield:933702-55-7 84%
Reaction Conditions:
with N,N-dimethyl-aniline;trichlorophosphate in acetonitrile at 80; for 4 h;Solvent;Temperature;
Steps:
2.2.1-2.2.9 2.1 Synthesis of Compound II, 2-chloro-5-pyrimidinecarbaldehyde
To the round bottom flask was added 3.0 g of 2-hydroxy-5-aldehyde pyrimidine dissolved in 30 ml of acetonitrile. Add 5.56g phosphorus oxychloride and 0.53g N,N-dimethylaniline, The temperature was raised to 80 ° C and refluxed for 4 hours, and the reaction of the starting material by TLC was completed. After the reaction system is cooled to room temperature, an aqueous solution of sodium carbonate is added to the system. It was extracted with ethyl acetate and washed with water twice more. Evaporate dry. Obtaining 2.89 g of 2-chloro-5-aldehyde pyrimidine, a compound of formula II, The yield was 84%.
References:
East China Normal University;Anhui Top Beika Pharmaceutical Co., Ltd.;Shanghai Bei Ka Pharmaceutical Co., Ltd.;Luo Yu;Qin Lingyan;Xia Xiaoyan;Quan Hao;Zhan Li;Li Qian;Kang Litao;Yang Shiqiong CN109369539, 2019, A Location in patent:Paragraph 0059-0095
131467-06-6
42 suppliers
inquiry
933702-55-7
154 suppliers
$45.00/50mg
1046816-75-4
91 suppliers
$20.00/100mg
933702-55-7
154 suppliers
$45.00/50mg
32779-36-5
632 suppliers
$5.00/5g
109-94-4
504 suppliers
$10.00/10g
933702-55-7
154 suppliers
$45.00/50mg