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| 4-Pyrimidinamine, 6-chloro-5-methyl- (9CI) Basic information |
| 4-Pyrimidinamine, 6-chloro-5-methyl- (9CI) Chemical Properties |
Melting point | 237-238℃ | Boiling point | 292.4±35.0 °C(Predicted) | density | 1.349±0.06 g/cm3(Predicted) | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | pka | 2.41±0.10(Predicted) | Appearance | White to off-white Solid |
| 4-Pyrimidinamine, 6-chloro-5-methyl- (9CI) Usage And Synthesis |
Synthesis | 4,6-Dichloro-5-methylpyrimidine (Sigma-Aldrich No. 595446, 5 g, 30.70 mmol) was used as starting material and dissolved in a methanol solution of 7 M ammonia (15 ml, 105 mmol). The reaction mixture was placed in a sealed vial and the reaction was stirred at 140 °C for 40 min. After completion of the reaction, the resulting white suspension was poured into a mixture of water (300 ml) and ethyl acetate (600 ml), shaken well and left to stratify. The aqueous phase was separated and extracted with ethyl acetate (3 x 600 ml). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the target compound 6-chloro-5-methyl-4-pyrimidinamine (3.10 g, 20.73 mmol, 68% yield) as a white solid. The product was analyzed by UPLC (retention time: 0.41 min) and the mass spectrum showed major peaks at m/z 144 ([M+H]+, 100%) and m/z 146 ([M+H]+, 33%), which was in accordance with the theoretical molecular weight of 143 (C5H6ClN3).1H NMR (400 MHz, DMSO-d6) δ (ppm): 8.06 (s, 1H) , 7.09 (bs, 2H), 2.07 (s, 3H). | References | [1] Patent: WO2009/3997, 2009, A1. Location in patent: Page/Page column 18 [2] Journal of the Chemical Society, 1947, p. 41,45 |
| 4-Pyrimidinamine, 6-chloro-5-methyl- (9CI) Preparation Products And Raw materials |
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