Methanol → HCID 25118721, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 1-(2,3-dihydro-1H-inden-5-yl)-N-(6′-methoxy-3-methyl-2,3′-bipyridin-6-yl)cyclopropanecarboxamide (0.127 g, 0.3172 mmol) in CH3CN (6.7 mL) was added TMSI (254 mg, 180.5 μL, 1.27 mmol) drop-wise. The suspension became a clear solution upon TMSI addition. The reaction was stirred at 55° C. for 6.5 hours. The reaction was allowed to cool down to room temperature. Methanol (2.0 mL) was added followed by ethyl acetate (6 mL). The organic layer was washed with NaHSO3 (2×), and brine (1×). The organic layer was dried over Na2SO4, filtered and evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel (0-10% methanol in dichloromethane) to yield 1-(2,3-dihydro-1H-inden-5-yl)-N-(5-methyl-6-(6-oxo-1,6-dihydropyridin-3-yl)pyridin-2-yl)cyclopropanecarboxamide as a yellow solid (0.096 g, 78.5%). ESI-MS m/z calc. 385.46. found 386.5 (M+1)+. Retention time 1.58 minutes.

Provenance & Evidence