O-Phenylenediamine → HCID 49803415, compound

Participants

Reaction Steps

4-((4-Bromo-5,6-dimethoxy-1-oxoisoindolin-2-yl)methyl)benzoic acid (380 mg, 0.92 mmol) in the step 3, 1,2-phenylene diamine (199 mg, 1.84 mmol, 2 equiv.), and BOP (610 mg, 1.38 mmol, 1.5 equiv.) were dissolved in DMF (4 mL). Triethylamine (0.25 mL, 1.8 mmol, 2 equiv.) was added thereto, and stirred at room temperature for 1 night. The reaction proceeded until no starting material is detectable by TLC. The resulting mixture thus obtained was distilled under a reduced pressure to remove DMF. The resulting material was dissolved in methylene chloride and washed with saturated sodium bicarbonate solution. The isolated organic layer was collected, dried over anhydrous MgSO4, and distilled under a reduced pressure to remove solvent. The resulting residue was subjected to a silica gel column chromatography (EtOAc/hexane=9:1) to obtain the title compound (135 mg, 29%).

Provenance & Evidence