Alternatived Products of [ 7175-09-9 ]
Product Details of [ 7175-09-9 ]
| CAS No. : | 7175-09-9 |
MDL No. : | MFCD00864659 |
| Formula : |
C10H8BrNO
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
238.08
|
Pubchem ID : | - |
| Synonyms : |
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Safety of [ 7175-09-9 ]
| Signal Word: | |
Class: | |
| Precautionary Statements: | |
UN#: | |
| Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 7175-09-9 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 7175-09-9 ]
- 1
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[ 521-74-4 ]
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[ 74-88-4 ]
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[ 7175-09-9 ]
| Yield | Reaction Conditions | Operation in experiment |
| 80% |
|
5,7-dibromo-8-hydroxyquinoline 52 (6.04 g, 20.0 mmol) was added to a suspension of sodium hydride (960 mg, 24 mmol) in THF (160 ml), and the mixture was stirred for 2 hours at room temperature. After cooling to -78 C, n-butyllithium (1.6 M hexane solution, 13.8 ml) was added dropwise to the reaction mixture. After stirring for 15 minutes, a solution of methyl iodide (3.4 g, 24 mmol) in THF (15 ml) was added dropwise to the reaction mixture. After stirring for 2 hour, the reaction was quenched with a solution of 2 N hydrochloric acid in THF (30 ml) drop wisely, and allowed to warm to room temperature. After 1 M Sodium hydrogencarbonate solution (100 ml) was added dropwise to the reaction mixture, the aqueous layer was separated and extracted with dichloromethane (50 ml x 3). The combined organic layers were dried over sodium sulfate. Removal of solvent under reduced pressure gave a crystalline residue, which was washed with chloroform - diisopropyl ether to give compound 53 (3.8 g, 16 mmol, 80 %) as pale brown crystals |
- 2
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[ 5541-67-3 ]
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[ 7175-09-9 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With bromine; tert-butylamine; In chloroform; toluene; at -78 - 20℃; for 0.75h; |
Step 5. 8-Hydroxy-7-bromo-5-methylquinoline (3e). To a 1L round bottomed flask with a stirring bar, nitrogen inlet low temperature thermometer and a constant rate of addition funnel was added toluene (400 mL) and tert-butylamine (20.34 mL, 73.14 mmol). This solution was cooled to -78° C. and bromine (3.32 mL, 64.52 mmol) was added in one portion. The addition funnel was charged with a solution of <strong>[5541-67-3]8-hydroxy-5-methylquinoline</strong> (10.27 g, 64.52 mmol) in chloroform (200 mL). This solution was added dropwise over 45 min. to the brominating reagent. The cooling bath was allowed to expire and the mixture warm to ambient temperature. The mixture was diluted with chloroform and and washed with 1L of water and brine. Drying (MgSO4), filtration and removal of the solvent in vacuo gave 8-hydroxy-7-bromo-5-methylquinoline as a solid. 1H NMR (CDCl3) delta: 2.46(3H,s); 7.24(1H, m); 7.45(1H, s); 7.82(1H, d, j=4 Hz); 8.21(1H, d, j=8 Hz); 8.32(1H, br s). |
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