Sodium Carbonate → HCID 68722874, compound

Participants

Reaction Steps

To N-(6-chloro-4-methylpyridin-2-yl)-1-(2,3-dihydrobenzofuran-5-yl)cyclopropanecarboxamide (200 mg, 0.61 mmol) in 1,2-dimethoxyethane (3 mL) was added 6-methoxypyridin-3-ylboronic acid (110 mg, 0.73 mmol), tetrakis(triphenylphosphine)-palladium (0) (70 mg, 0.061 mmol), and 2 M Na2CO3 (910 μL, 1.8 mmol). The reaction mixture was irradiated in the microwave at 120° C. for 20 minutes. The reaction mixture was evaporated to dryness and the residue was purified by silica gel chromatography eluting with (0-20% ethyl acetate/hexanes) to yield 1-(2,3-dihydrobenzofuran-5-yl)-N-(6′-methoxy-4-methyl-2,3′-bipyridin-6-yl)cyclopropanecarboxamide (147 mg, 60%). ESI-MS m/z calc. 401.2. found 402.3 (M+1)+. Retention time 1.90 minutes.

Provenance & Evidence