| Identification | Back Directory | [Name]
4-Oxazolecarboxylicacid, 2-broMo- | [CAS]
1167055-73-3 | [Synonyms]
2-bromo-4-Oxazolecarboxylic acid
2-BroMooxazole-4-carboxylic acid
4-Oxazolecarboxylicacid, 2-broMo-
2-bromo-1,3-oxazole-4-carboxylic acid | [Molecular Formula]
C4H2BrNO3 | [MDL Number]
MFCD11845654 | [MOL File]
1167055-73-3.mol | [Molecular Weight]
191.968 |
| Chemical Properties | Back Directory | [Boiling point ]
363.0±34.0 °C(Predicted) | [density ]
2.038±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [pka]
3.00±0.10(Predicted) | [Appearance]
White to off-white Solid |
| Questions And Answer | Back Directory | [Application]
2-Bromooxazole-4-carboxylic acid can be used as a pharmaceutical synthesis intermediate. It is prepared by reacting ethyl 2-bromooxazole-4-carboxylate with lithium hydroxide. 2-Bromooxazole-4-carboxylic acid can also be used to prepare IRAK inhibitors. |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-bromooxazole-4-carboxylic acid from ethyl 2-bromooxazole-4-carboxylate: ethyl 2-bromo-1,3-oxazole-4-carboxylate (2.5 g, 11.36 mmol) was dissolved in a mixed solvent of THF and methanol (9:1, v/v/v), and 1 M aqueous lithium hydroxide (22.73 mL, 22.73 mmol) was slowly added. The reaction mixture was stirred at room temperature for 1 h. The reaction mixture was diluted with water and the pH was adjusted with dilute hydrochloric acid to 2. The precipitate was filtered and dried to give 2-bromoxazole-4-carboxylic acid (1.1 g). The filtrate was extracted three times with ethyl acetate, the organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 2-bromoxazole-4-carboxylic acid (0.85 g). The total yield was 88%. Mass spectrometry analysis showed m/z [M+H]+ of 192.0. | [References]
[1] Patent: WO2011/51540, 2011, A1. Location in patent: Page/Page column 152 |
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