Hydrochloric Acid → HCID 46853632, compound

Participants

Reaction Conditions

Reaction Steps

(S)—N-(2-methoxy-5-(pyridin-4-yl)pyridin-3-yl)-3-phenyl-2-(1-(pyridin-2-yl)cyclopropylamino)propanamide 11.1 (38.5 mg, 83 μmol) was dissolved in 4.5 mL dioxane. Concentrated HCl (0.5 ml, 16456 μmol) was added. The reaction was heated to 50° C. for 2.5 h. LC/MS showed the completion of the reaction. The reaction was concentrated, neutralized with saturated NaHCO3, then extracted with 30% IPA/CHCl3 once. The organic layer was concentrated and purified by silica gel chromatography to afford 33 mg (89%) of (S)—N-(2-oxo-5-(pyridin-4-yl)-1,2-dihydropyridin-3-yl)-3-phenyl-2-(1-(pyridin-2-yl)cyclopropylamino)propanamide (35.1). 1H NMR (400 MHz, MeOH) δ ppm 8.82 (d, J=2.74 Hz, 1H) 8.48-8.63 (m, 2H) 8.19-8.36 (m, 1H) 7.68 (d, J=2.74 Hz, 1H) 7.61-7.65 (m, 2H) 7.52-7.59 (m, 1H) 7.20-7.26 (m, 3H) 7.08-7.16 (m, 4H) 3.58 (dd, J=8.61, 4.70 Hz, 1H) 3.04 (dd, J=13.69, 4.69 Hz, 1H) 2.83 (dd, J=13.69, 9.00 Hz, 1H) 1.06-1.21 (m, 3H) 0.82-0.91 (m, 1H).

Provenance & Evidence