Sodium hydride → HCID 861854, compound

Participants

Reaction Steps

Added sodium hydride (26 mg; 1.1 mmol) to a stirred suspension of 4,5-Dihydro-naphtho[1,2-d]thiazol-2-ylamine hydroiodide 15 in dry tetrahydrofuran under nitrogen at room temperature. After 15 minutes, isonicotinoyl chloride hydrochloride (107 mg; 0.60 mmol) was added and the mixture allowed to stir for 2 hr. at room temperature and then concentrated in vacuo. The residue was diluted with water the solid material was filtered off. Purification using reverse phase HPLC (eluent: acetonitrile/water/0.1% trifluoroacetic acid) provided 20 mg of N-(4,5-Dihydro-naphtho[1,2-d]thiazol-2-yl)-isonicotinamide 16 as the trifluoroacetate salt. ES-HRMS m/e calcd for C17H13N3OS (M+H) 308.0852, found 308.0851.

Provenance & Evidence