3-Aminopyridine → HCID 89784574, compound

Participants

Reaction Conditions

Reaction Steps

Prepared according to Example 102, using 3-aminopyridine (166 mg, 1.763 mmol, Sigma Aldrich), 2-(2-chloroquinolin-7-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (Example 1; 105 mg, 0.353 mmol), and 1.0 M LHMDS THF (1763 μl, 1.763 mmol, Sigma Aldrich) and stirring for 2.5 h at 25° C. Purification by washing of the mixture with saturated aq. NH4Cl provided 2-(2-(3-pyridinylamino)-8-quinolinyl)-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one (43 mg, 34%). 1H NMR (400 MHz, DMSO-d6) δ ppm 11.86-11.91 (1H, m) 9.69-9.72 (1H, m) 8.81-8.85 (1H, m) 8.24-8.32 (2H, m) 8.13-8.19 (1H, m) 7.86-7.91 (1H, m) 7.60-7.66 (1H, m) 7.36-7.41 (1H, m) 7.29-7.36 (1H, m) 7.08-7.15 (1H, m) 6.89-6.95 (1H, m) 6.81-6.86 (1H, m) 3.38-3.46 (2H, m) 2.73 (2H, s). m/z (ESI, +ve) 356.1 (M+H)+.

Provenance & Evidence