8-BROMO-2H-ISOQUINOLIN-1-ONE synthesis
- Product Name:8-BROMO-2H-ISOQUINOLIN-1-ONE
- CAS Number:475994-60-6
- Molecular formula:C9H6BrNO
- Molecular Weight:224.05
475994-58-2
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Yield: 52.5%
Reaction Conditions:
with acetic anhydride in dichloromethane for 3 h;Reflux;
Steps:
169.2 Step- 2: Synthesis of 8-bromo-2H-isoquinolin-1-one
The 8-bromo-2-oxido-isoquinolin-2-ium (80 g, 357.06 mmol) was suspended in acetic anhydride (729.03 g, 7.14 mmol, 675.03 mL) and the resulting mixture was heated at reflux for 3 hr then allowed to cool to room temp.The Ac2O was removed by distillation under reduced pressure to yield a solid residue that was suspended in an aqueous solution of NaOH (2 M, 600 mL).The resulting mixture was heated at 100 °C for 1 h then allowed to cool to RT.The pH of the resulting solution was adjusted to pH 6 by addition of an aqueous solution of citric acid and the mixture was extracted with ethyl acetate.The combined organic layers were dried over sodium sulphate and evaporated under reduced pressure to give the crude product 8-bromo-2H-isoquinolin-1-one (70g, 52.50% Yield).LCMS (ES+) =224.0 [M+H] +.
References:
C4 THERAPEUTICS, INC.;HENDERSON, James, A.;HE, Minsheng;GOOD, Andrew, Charles;PHILIPPS, Andrew, J. WO2020/210630, 2020, A1 Location in patent:Page/Page column 676-677
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475994-60-6
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405161-29-7
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475994-60-6
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$34.00/100 mg