Lithium iodide → HCID 86700263, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2′-methoxy-2,3′-bipyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)acetate (24.2 mg, 0.040 mmol) and lithium iodide (150 mg) in pyridine (2.0 mL) was heated in microwave at 170° C. for 3.5 hours. Reaction mixture was cooled to room temperature and allowed to stand for 14 days, diluted with ethyl acetate. Organic layer was washed with 5% AcOH solution (3×), brine, dried (MgSO4), filtered, concentrated, and purified using Gilson HPLC (Gemini, 5 to 100% ACN/H2O+0.1% TFA) to give desired product. LCMS-ESI+: calc'd for C30H27ClN3O4S: 560.1 (M+H+); Found: 560.2 (M+H+). 1H NMR (400 MHz, CD3OD) δ 8.99 (s, 1H), 8.78 (dd, J=11.1, 6.9 Hz, 2H), 8.28 (d, J=6.0 Hz, 1H), 7.94 (s, 1H), 7.85 (d, J=6.1 Hz, 1H), 7.69 (d, J=8.6 Hz, 1H), 7.64-7.53 (m, 3H), 6.73 (dd, J=6.8 Hz, 1H), 5.28 (s, 1H), 2.62 (s, 3H), 0.97 (s, 9H).

Provenance & Evidence