2-Aminopyridine → HCID 10177635, compound

Participants

Reaction Steps

BOP coupling of (S)-3-cyclohexyl-2-(4-Chloro-1-oxo-1,3-dihydro-isoindol-2-yl)-propionic acid (ca. 1:1 mixture of regioisomers, prepared in Example 36, Step C; 201 mg; 0.62 mmol) and 2-aminopyridine(132 mg; 1.39 mmol) in a manner similar to that used for the preparation of (S)-3-cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-N-thiazol-2-yl-propionamide as outlined in Example 9, Step B) provided after chromatography (Biotage 40S column, eluent: 30% ethyl acetate/hexanes) 107 mg of (S)-3-Cyclohexyl-2-(4-Chloro-1-oxo-1,3-dihydro-isoindol-2-yl)-N-pyridin-2-yl-propionamide: EI-HRMS m/e calcd for C22H24ClN3O2 (M+) 397.1557, found 397.1563; and 46 mg of regioisomeric (S)-3-Cyclohexyl-2-(7-Chloro-1-oxo-1,3dihydro-isoindol-2-yl)-N-pyridin-2-yl-propionamide: EI-HRMS m/e calcd for C22H24ClN3O2 (M+) 397.1557, found 397.1551.

Provenance & Evidence