Triethylamine → HCID 67040463, compound

Participants

Reaction Steps

A solution of the product of Example 385G (50 mg, 0.094 mmol) and triethylamine (0.030 mL, 0.215 mmol) in THF (1.0 mL) at 0° C. under N2 was treated with methanesulfonyl chloride (0.008 mL, 0.103 mmol) added dropwise then reacted at room temperature for 1 hour. The reaction was recooled to 0° C., followed by additional methanesulfonyl chloride (0.004 mL, 0.052 mmol) added dropwise and reaction at room temperature for 0.5 hours. The mixture was diluted with ethyl acetate (20 mL) and the organic layer was washed with saturated NaHCO3 and brine, dried over MgSO4, and concentrated. The residue was purified by chromatography on silica gel, eluting with a gradient starting with dichloromethane and ending with ethyl acetate (25 mg, 44%). 1H NMR (300 MHz, DMSO-D6) δ ppm 1.33 (d, J=6.99 Hz, 6 H) 1.46 (d, J=6.99 Hz, 3 H) 3.03 (s, 3 H) 3.15-3.28 (m, 1 H) 5.04-5.31 (m, 1 H) 7.09 (d, J=8.09 Hz, 2 H) 7.13-7.27 (m, 3 H) 7.26-7.45 (m, 7 H) 7.62 (d, J=8.46 Hz, 1 H) 7.77 (dd, J=8.27, 1.65 Hz, 1 H) 7.95 (s, 1 H) 8.57 (s, 1 H) 8.82 (d, J=8.46 Hz, 2 H) 10.00 (s, 1 H) 10.20 (s, 1 H).

Provenance & Evidence