2-Amino-5-chlorothiazole hydrochloride → HCID 10204182, compound

Participants

Reaction Steps

BOP coupling of ((S)-3-cyclohexyl-2-(5-nitro-1-oxo-1,3-dihydro-isoindol-2-yl)-propionic acid (ca. 1:1 mixture of 5,6-regioisomers, prepared in Step C; 307 mg; 0.92 mmol) and 2-amino-5-chlorothiazole hydrochloride (360 mg; 2.04 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 1, Step B) provided after chromatography, (Biotage 40M, eluent: 25% ethyl acetate/hexanes) 134 mg of (S)- N-(5-Chloro-thiazol-2-yl)-3-cyclohexyl-2-(5-nitro-1-oxo-1,3-dihydro-isoindol-2-yl)-propionamide: EI-HRMS m/e calcd for C20H21ClN4O4S (M+) 448.0972, found 448.0970 and 111 mg of regioisomeric (S)-N-(5-Chloro-thiazol-2-yl)-3-cyclohexyl-2-(6-nitro-1-oxo-1,3-dihydro-isoindol-2-yl)-propionamide: EI-HRMS m/e calcd for C20H21ClN4O4S (M+) 448.0972, found 448.0972.

Provenance & Evidence