Synthetic Route of 675109-26-9,Some common heterocyclic compound, 675109-26-9, name is 6-Bromoisoindolin-1-one, molecular formula is C8H6BrNO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Pd2(dba)3 (350 mg, 0.38 mmol), XantPhos (540 mg, 0.93 mmol), cesium carbonate (9 g, 27.8 mmol, 2 eq), 6-bromo-isoindolin-1-one (XVII) (2.94 g, 14 mmol, 1 eq) and methyl 6-bromopicolinate (X) (3 g, 14 mmol, 1 eq) were combined in dioxane (100 mL). The mixture was degassed with nitrogen, sealed and heated at 80 C. for overnight. The reaction mixture was poured into water (100 mL). A precipitate formed was filtered and the filtrate was extracted with EtOAc (3*50 mL). The organic extracts were combined and concentrated. The resulting solid was triturated in IPA to give methyl 6-(6-bromo-1-oxoisoindolin-2-yl)picolinate (XVIII) as a solid (3.5 g, 73% yield). 1HNMR (400 MHz, DMSO-d6) delta 3.90 (s, 3H), 5.12 (m, 2H), 7.73 (m, 1H), 7.85 (m, 1H), 7.95 (m, 2H), 8.10 (m, 1H), 8.70 (m, 1H).
The synthetic route of 675109-26-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Hepatikos Therapeutics, LLC; Smith, Christopher Ronald; Chapman, Justin; US2020/2312; (2020); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem