| Identification | Back Directory | [Name]
6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one | [CAS]
724422-42-8 | [Synonyms]
6-bromo-2-methyl-3,4-dihydroisoquinolin-1-one 6-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one 1(2H)-ISOQUINOLINONE, 6-BROMO-3,4-DIHYDRO-2-METHYL- 6-bromo-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-one | [Molecular Formula]
C10H10BrNO | [MDL Number]
MFCD21879587 | [MOL File]
724422-42-8.mol | [Molecular Weight]
240.1 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 6-bromo-2-methyl-3,4-dihydro-2H-isoquinolin-1(2H)-one from 6-bromo-3,4-dihydro-2H-isoquinolin-1-one and iodomethane: 6-bromo-3,4-dihydro-2H-isoquinolin-1-one (500 mg, 2.2 mmol) was dissolved in DMF (3 mL) and the solution was cooled down to 0 °C. Under argon protection, 60% NaH (121 mg, 3.0 mmol) was added and the reaction mixture was stirred for 20 min. Subsequently, methyl iodide (0.275 mL, 4.4 mmol) was added and stirring was continued at 0 °C for 1 hour. Upon completion of the reaction, ice water was added to the mixture and the precipitate was collected by filtration. The resulting solid was dried in a vacuum oven at 50 °C for 12 h to afford the target product 6-bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one in 73% yield. Spectral analysis of the product showed m/z 240/242 [M + H]+ with a retention time (rt) of 0.89 min (LC-MS method V012_S01). | [References]
[1] Patent: WO2014/140075, 2014, A1. Location in patent: Page/Page column 209-210 [2] Patent: US2014/275025, 2014, A1. Location in patent: Paragraph 0537; 0538 [3] Patent: US2016/251376, 2016, A1. Location in patent: Paragraph 0852; 0855; 0856 [4] Patent: US2018/51013, 2018, A1. Location in patent: Paragraph 0597; 0599 |
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