Sodium hydride → HCID 57985912, compound

Participants

Reaction Steps

To a RT solution of 4-chloro-1H-pyrrolo[2,3-b]pyridine (200 mg, 1.31 mmol) in DMF (5 mL) was added NaH (60% in mineral oil, 57.7 mg, 1.44 mmol) followed by methanesulfonic acid 3-chloro-1-phenyl-propyl ester (326 mg, 1.31 mmol). The reaction mixture was stirred at RT overnight, poured into ice-water, and extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated to yield 4-Chloro-1-(3-chloro-1-phenyl-propyl)-1H-pyrrolo[2,3-b]pyridine as a mixture with the cyclization product 8-Chloro-3-phenyl-4,5-dihydro-3H-2a-aza-5a-azonia-acenaphthylene. The mixture was used in the next step without purification.

Provenance & Evidence