| Identification | Back Directory | [Name]
5-PYRIMIDINEACETIC ACID, 4-CHLORO-2-(METHYLTHIO)-, ETHYL ESTER | [CAS]
61727-34-2 | [Synonyms]
NSC 165400
Ethyl 4-chloro-2-(methylthio)pyrimidine-5-acetate
ethyl 2-(4-chloro-2-(Methylthio)pyriMidin-5-yl)acetate
Ethyl [4-chloro-2-(methylsulfanyl)pyrimidin-5-yl]acetate
Ethyl 2-(4-chloro-2-methylsulfanylpyrimidin-5-yl)acetate
4-Chloro-2-(methylthio)-5-pyrimidineacetic acid ethyl ester
5-PYRIMIDINEACETIC ACID, 4-CHLORO-2-(METHYLTHIO)-, ETHYL ESTER
(4-chloro-2-methylsulfanyl-pyrimidin-5-yl)-acetic acid ethyl ester | [Molecular Formula]
C9H11ClN2O2S | [MDL Number]
MFCD11977460 | [MOL File]
61727-34-2.mol | [Molecular Weight]
246.71 |
| Chemical Properties | Back Directory | [Melting point ]
38-39 °C(Solv: ethanol (64-17-5); water (7732-18-5)) | [Boiling point ]
345.8±27.0 °C(Predicted) | [density ]
1.32±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [pka]
-0.82±0.29(Predicted) | [Appearance]
White to yellow <38°C Solid,>39°C Liquid |
| Hazard Information | Back Directory | [Uses]
Ethyl [4-Chloro-2-(methylsulfanyl)pyrimidin-5-yl]acetate is used in preparation of the dihydropyrrolopyrimidine-selective JAK2 inhibitors. | [Synthesis]
Step 3: General procedure for the synthesis of ethyl 4-chloro-2-methylthio-5-pyrimidineacetate from ethyl 2-(2-(methylthio)-6-oxo-1,6-dihydropyrimidin-5-yl)acetate: ethyl 2-(2-(methylthio)-6-oxo-1,6-dihydropyrimidin-5-yl)acetate (28.8 g, 0.128 mol) was dissolved in phosphorous triclosan (240 mL ) in the reaction and refluxed for 4 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The concentrated residue was co-evaporated twice with benzene to completely remove the residual phosphorous trichloride. Finally, it was purified by silica gel column chromatography (eluent: ethyl acetate-hexane, 1:3) to afford ethyl 4-chloro-2-(methylthio)pyrimidin-5-yl acetate (29.72 g, 95.5% yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 8.32 (s, 1H), 4.13 (q, J=5.7 Hz, 2H), 3.62 (s, 2H), 2.52 (s, 3H), 1.21 (t, J=5.7 Hz, 3H). | [References]
[1] Patent: WO2009/152027, 2009, A1. Location in patent: Page/Page column 22; 25
[2] Patent: WO2017/176812, 2017, A1. Location in patent: Paragraph 0374
[3] Monatshefte fur Chemie, 2016, vol. 147, # 4, p. 767 - 773
[4] Patent: WO2016/22644, 2016, A1. Location in patent: Page/Page column 73 |
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| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Cool Pharm, Ltd
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| Telephone: |
021-60455363 18019463053 |
| Website: |
www.coolpharm.com |
| Company Name: |
parabiochem
|
| Telephone: |
025-83453382-8005 |
| Website: |
www.parabiochem.cn |
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