3-CHLORO-7-METHOXYISOQUINOLINE synthesis
- Product Name:3-CHLORO-7-METHOXYISOQUINOLINE
- CAS Number:82117-21-3
- Molecular formula:C10H8ClNO
- Molecular Weight:193.63
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Yield:82117-21-3 67%
Reaction Conditions:
with red phosphorus;hydrogen iodide;glacial acetic acid in lithium hydroxide monohydrate at 100; for 4 h;
Steps:
13.3 Synthesis of 3-chloro-7-methoxyisoquinoline (13-3).
To a stirred solution of 1,3-dichloro- 7-methoxyisoquinoline (4.0 g, 17.5 mmol) in acetic acid (60 mL) and hydriodic acid (30 mL, 45% aqueous solution) was added red phosphorus (1.3 g, 43.8 mmol) at ambient temperature. The resulting mixture was stirred for 4 hours at 100 °C. After cooling down to ambient temperature, the resulting mixture was concentrated under reduced pressure. The residue was dissolved into dichloromethane (100 mL) and washed with saturated aqueous solution of sodium bicarbonate (2 x 100 mL). The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography, eluted with 5-10% ethyl acetate in petroleum to afford 3- chloro-7-methoxyisoquinoline as an off-white solid: MS (ESI, m/z): 194.0 [M + 1]+; 1H MR (300 MHz, DMSO-i ) δ 9.00 (s, 1H), 8.00 (s, 1H), 7.89 (d, J= 9.0 Hz, 1H), 7.54 (dd, J= 2.4 Hz, 6.6 Hz, 1H), 7.46 (d, J= 2.4 Hz, 1H), 3.87 (s, 3H).
References:
WO2015/188368,2015,A1 Location in patent:Page/Page column 65-66
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24077-98-3
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82117-21-3
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24077-98-3
13 suppliers
$194.00/500mg
82117-21-3
27 suppliers
inquiry