| Identification | Back Directory | [Name]
2-Chloro-5-Methoxy-pyriMidin-4-ylaMine | [CAS]
99979-77-8 | [Synonyms]
2-Chloro-5-Methoxy-4-pyriMidinaMine
2-chloro-5-MethoxypyriMidin-4-aMine
4-Amino-2-chloro-5-methoxypyrimidine
4-Pyrimidinamine, 2-chloro-5-methoxy-
2-Chloro-5-Methoxy-pyriMidin-4-ylaMine
2-Chloro-5-Methoxy-pyriMidin-4-ylaMine ISO 9001：2015 REACH | [Molecular Formula]
C5H6ClN3O | [MDL Number]
MFCD17169913 | [MOL File]
99979-77-8.mol | [Molecular Weight]
159.57 |
| Chemical Properties | Back Directory | [Melting point ]
181-182 °C (decomp)(Solv: ligroine (8032-32-4)) | [Boiling point ]
349.6±22.0 °C(Predicted) | [density ]
1.398±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [pka]
2.39±0.10(Predicted) | [Appearance]
White to light brown Solid |
| Hazard Information | Back Directory | [Uses]
The preparation and synthesis of 2-Chloro-5-methoxy-4-pyrimidinamine. | [Synthesis]
2-Chloro-5-methoxypyrimidin-4-amine was synthesized as follows: 2,4-dichloro-5-methoxypyrimidine (10 g, 56.17 mmol) was dissolved in 1,4-dioxane (20 mL) under argon protection and stirred at room temperature. Subsequently, ammonium hydroxide (25.5 mL) was slowly added to the solution. The reaction mixture was transferred to a sealed tube, heated to 100 °C and maintained for 21 hours. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the volatile components were evaporated under reduced pressure. The crude product was purified by silica gel column chromatography with 40% ethyl acetate/hexane as eluent to afford 2-chloro-5-methoxypyrimidin-4-amine (8.9 g, 99% yield) as an off-white solid. The structure of the product was confirmed by 1H-NMR (DMSO-d6, 500MHz): δ7.68 (s, 1H), 3.81 (s, 3H); LC-MS (column: X-Bridge C-18, 50×3.0 mm, 3.5 μm; mobile phase: 0.05% aqueous trifluoroacetic acid/acetonitrile; flow rate: 0.80 mL/min) showed m/z 160 ([M+H]+), retention time 2.18 min; TLC (unfolding agent: 50% ethyl acetate/hexane) showed an Rf value of 0.3. | [References]
[1] Patent: WO2015/66697, 2015, A1. Location in patent: Paragraph 0345; 0416
[2] Patent: WO2011/59839, 2011, A1. Location in patent: Page/Page column 91
[3] Patent: WO2015/86506, 2015, A1. Location in patent: Page/Page column 103
[4] Patent: CN105218561, 2016, A. Location in patent: Paragraph 0242; 0243; 0244
[5] Patent: WO2009/150240, 2009, A1. Location in patent: Page/Page column 128 |
|
|