Sodium hydride → HCID 11522637, compound

Participants

Reaction Steps

Added sodium hydride (17 mg; 0.7 mmol) to a stirred suspension of 5,6-Dihydro-4H-3-thia-1-aza-benzo[e]azulen-2-ylamine hydroiodide 17 (80 mg; 0.23 mmol) in dry tetrahydrofuran under nitrogen at room temperature. After 15 minutes, isonicotinoyl chloride hydrochloride (62 mg; 0.35 mmol) was added and the mixture allowed to stir for 1 hr. at room temperature and then concentrated in vacuo. The residue was triturated 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-(5,6-Dihydro-4H-3-thia-1-aza-benzo[e]azulen-2-yl)-isonicotinamide 18 as the trifluoroacetate salt. EI-HRMS m/e calcd for C18H15N3OS (M+) 321.0936, found 321.0935.

Provenance & Evidence