Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → N-(5-Bromo-thiazol-2-yl)-3-cyclohexyl-2-(5,6-dichloro-1-oxo-1,3-dihydro-isoindol-2-yl)-propionamide

Participants

Reaction Steps

This compound was prepared via BOP coupling of (S)-3-cyclohexyl-2-(5,6-dichloro-1-oxo-1,3-dihydro-isoindol-2-yl)-propionic acid (prepared in Example 4, Step C; 248 mg; 0.70 mmol) and 2-amino-5-bromothiazole hydrochloride (154 mg; 0.89 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 (outlined in Example 1, Step B) to provide N-(5-Bromo-thiazol-2-yl)-3-cyclohexyl-2-(5,6-dichloro-1-oxo-1,3-dihydro-isoindol-2-yl)-propionamide as a beige solid in 40% yield: EI-HRMS m/e calcd for C20H20BrCl2N3O2S (M+) 514.9837, found 514.9836.

Provenance & Evidence