| Identification | Back Directory | [Name]
2-AMINO-5-METHOXYPYRIMIDINE | [CAS]
13418-77-4 | [Synonyms]
5-Methoxy-2-pyrimidinamine
2-AMINO-5-METHOXYPYRIMIDINE
5-Methoxypyrimidin-2-ylamine
2-Pyrimidinamine, 5-methoxy- (9CI) | [Molecular Formula]
C5H7N3O | [MDL Number]
MFCD00187864 | [MOL File]
13418-77-4.mol | [Molecular Weight]
125.129 |
| Chemical Properties | Back Directory | [Appearance]
Yellow to Tan Solid | [Melting point ]
86-88°C | [Boiling point ]
313℃ | [density ]
1.224 | [Fp ]
143℃ | [storage temp. ]
Refrigerator | [solubility ]
Chloroform, Methanol | [form ]
Powder | [pka]
3.62±0.10(Predicted) | [color ]
Off-white | [Sensitive ]
Air Sensitive | [CAS DataBase Reference]
13418-77-4 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow to Tan Solid | [Synthesis]
General procedure for the synthesis of 2-amino-5-methoxypyrimidine using 2-chloro-5-methoxypyrimidine as starting material: 2-chloro-5-methoxypyrimidine (0.817 g, 5.65 mmol) and 25% aqueous ammonia solution were added to a microwave reaction vessel. The reaction vessel was sealed and the reaction was heated at 150 °C for 3 hours. After completion of the reaction, the mixture was evaporated to dryness. The resulting crude product was dissolved in dichloromethane/methanol (1:1, v/v) solvent mixture and loaded on silica gel. Purification by fast column chromatography (eluent: 50-100% ethyl acetate in heptane solution with gradient elution) afforded 2-amino-5-methoxypyrimidine as colorless crystals (386 mg, 55% yield).1H NMR (400 MHz, DMSO-d6) δ 8.02 (s, 1H), 6.06 (br s, 1H), 3.71 (s, 3H). | [References]
[1] Patent: WO2008/141239, 2008, A1. Location in patent: Page/Page column 54
[2] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 5, p. 1261 - 1266 |
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