(3-Iodo-4-methoxyphenyl)(isoindolin-2-yl)methanone synthesis
- Product Name:(3-Iodo-4-methoxyphenyl)(isoindolin-2-yl)methanone
- CAS Number:1253291-31-4
- Molecular formula:C16H14INO2
- Molecular Weight:379.19
496-12-8
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Yield:1253291-31-4 65%
Reaction Conditions:
Stage #1: 3-iodo-4-methoxybenzoic acidwith benzotriazol-1-ol;1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in dichloromethane; for 0.25 h;
Stage #2: isoindolinewith triethylamine in dichloromethane; for 5 h;
Steps:
104.2
A 50 ml_, round-bottom flask equipped with a magnetic stirbar was charged with 3-iodo-4- methoxybenzoic acid (500 mg, 1.97 mmol), HOBT (482 mg, 3.15 mmol) and EDC (567 mg, 2.96 mmol). The reagents were dissolved in 15 ml. CH2CI2 and the solution was allowed to stir for 15 min. Subsequently, isoindoline (0.447 ml_, 3.94 mmol) and TEA (0.819 ml_, 5.91 mmol) were added to the reaction vessel and the solution was allowed to stir for 5 h. Upon completion, the solvent was removed under reduced pressure and the residue was purified via flash chromatography on silica gel to afford 490 mg (65%) of the title compound.
References:
WO2010/124047,2010,A1 Location in patent:Page/Page column 57
35387-93-0
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