Water → HCID 118021773, compound

Participants

Reaction Steps

To the title compound of Example 32 (35 mg, 0.12 mmol) in anhydrous CH2Cl2 (0.3 mL), pyridine (0.1 mL) and NEtiPr2 (0.021 mL, 0.12 mmol) was added methanesulfonyl chloride (0.011 mL, 0.14 mmol). After 0.5-1 h, ice was added to the mixture followed by water and ethyl acetate. Extractive work up, washing with H2O, a 1:1 aqueous saturated KHSO4:H2O, and brine, and purification on silica gel eluting with 35-80% EA in hexane over 6 min and continuing 80% isocratic EA gave the title compound (22 mg, 0.06 mmol) as a cream solid in 54% yield. 1H NMR (400 MHz, DMSO-d6) δ ppm 3.00 (s, 3H), 3.30 (s, 3H), 3.58 (s, 3H), 7.40 (d, J=7.58 Hz, 1H), 7.45-7.61 (m, 6H), 7.71 (td, J=7.58, 1.26 Hz, 1H), 8.34 (dd, J=8.21, 1.14 Hz, 1H). LCMS (M+H)+ 343.

Provenance & Evidence