Bromotrimethylsilane → HCID 86669013, compound

Participants

Reaction Conditions

Reaction Steps

Trimethylsilyl bromide (0.14 mL, 1.08 mmol) was added to a solution of 3,5-dichloro-4-(4-chloro-7-fluorothiazolo[5,4-c]pyridin-2-yl)-benzonitrile (0.130 g, 0.36 mmol) in propionitrile (3 mL) at room temperature under a nitrogen atmosphere. The reaction mixture was heated at 85° C. for 18 hours then allowed to stand at room temperature for 48 hours. The resultant mixture was poured into an ice-cooled saturated solution of NaHCO3 and extracted with EtOAc (×2). The combined organic layers were dried (MgSO4) and concentrated under reduced pressure to afford the title compound as an off-white solid (131 mg, 90% yield). 1H NMR (400 MHz, CDCl3): δ 8.42 (d, J=1.8 Hz, 1H), 7.78 (s, 2H).

Provenance & Evidence