| Identification | Back Directory | [Name]
5-broMopyrazolo[1,5-a]pyridine | [CAS]
1060812-84-1 | [Synonyms]
5-broMopyrazolo[1,5-a]pyridine
Pyrazolo[1,5-a]pyridine, 5-bromo- | [Molecular Formula]
C7H5BrN2 | [MDL Number]
MFCD13189494 | [MOL File]
1060812-84-1.mol | [Molecular Weight]
197.03 |
| Chemical Properties | Back Directory | [density ]
1.69±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [pka]
2.00±0.30(Predicted) | [Appearance]
White to light brown Solid | [InChI]
InChI=1S/C7H5BrN2/c8-6-2-4-10-7(5-6)1-3-9-10/h1-5H | [InChIKey]
WQOAKXFBWOXJNG-UHFFFAOYSA-N | [SMILES]
C12=CC=NN1C=CC(Br)=C2 |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 5-bromopyrazolo[1,5-a]pyridine-3-carboxylic acid from ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate was as follows: ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate (240 mg, 0.89 mmol) was dissolved in 40% H2SO4 (12 mL), and the reaction was stirred for 4 hours at 100 °C. After completion of the reaction, the mixture was cooled to room temperature and cooled with an ice bath. Subsequently, aqueous 6 M NaOH was slowly added to neutralize to pH=7. The reaction mixture was extracted with dichloromethane (DCM, 25 mL x 2). The organic phases were combined, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford 5-bromopyrazolo[1,5-a]pyridine as a light yellow solid (175 mg, 99.5% yield). Mass spectrum (ESI, cation mode) m/z: 196.9 [M + H]+. | [References]
[1] Patent: US2014/234254, 2014, A1. Location in patent: Paragraph 0329; 0330; 0341; 0342
[2] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 1, p. 69 - 85
[3] Patent: WO2014/78802, 2014, A1. Location in patent: Page/Page column 158
[4] Patent: WO2014/8197, 2014, A1. Location in patent: Page/Page column 136
[5] Patent: WO2015/95767, 2015, A1. Location in patent: Page/Page column 151 |
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