Synthetic Route of 675109-26-9, These common heterocyclic compound, 675109-26-9, name is 6-Bromoisoindolin-1-one, its 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.
Preparation 1 : ferf-Butyl 2-(6-bromo-1 -oxo-2,3-dihydro-1 H-isoindol-2-yl)acetate (1439) (1440) A suspension of 6-bromo-2,3-dihydro-1 H-isoindol-1 -one (20 g, 94 mmol) and tert-butyl 2- bromoacetate (16.94 ml, 1 13 mmol) in DMF (320 mL) was cooled in an ice bath. Sodium hydride (4.53 g, 113 mmol) was added cautiously portionwise and the reaction was allowed to slowly warm to room temperature for 3 h. The reaction was quenched by the addition a saturated solution of NhUCI (650 mL) and the crude product was extracted with DCM (2 x 650 mL). The combined organic extracts were washed with water (4 x 650 mL) and brine (2 x 650 mL). The mixture was passed through a phase separator cartridge and the organic phase was concentrated under vacuum to give the crude product (40.1 g) as a dark orange semi-solid. 30g of the crude product were purified by chromatography (Si02, 2 x 220 g column, 0-50% EtOAc in isohexane) to afford the title compound as a yellow solid (19.5 g, 77%). LC-MS: [M-tBu+H]+ = 270/272.
The synthetic route of 675109-26-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; BERDINI, Valerio; BUCK, Ildiko Maria; DAY, James Edward Harvey; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; HOWARD, Steven; MURRAY, Christopher William; NORTON, David; O’REILLY, Marc; WOOLFORD, Alison Jo-Anne; COOKE, Michael Liam; COUSIN, David; ONIONS, Stuart Thomas; SHANNON, Jonathan Martin; WATTS, John Paul; (867 pag.)WO2017/68412; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem