Benzoyl chloride, 3-chloro- → HCID 58337514, compound

Participants

Reaction Steps

Compound 17 (25 mg, 0.13 mmol, 1.0 eq) was dissolved in CH2Cl2 (1 mL) and DIEA (24 μL, 0.14 mmol, 1.1 eq) was added and the reaction stirred for 5 min. 3-Chlorobenzoyl chloride (16.1 μL, 0.125 mmol, 1.00 eq) was added and the reaction was stirred until determination of completion by LCMS. The reaction was diluted with CH2Cl2, washed with water (1×), dried (MgSO4), filtered and concentrated in vacuo. Purification by flash chromatography on silica gel afforded 30 mg (71%) of the title compound as a light-yellow solid: 1H NMR (400 MHz, CDCl3) δ 10.44 (s, 1H), 8.36-8.15 (m, 2H), 7.98 (s, 1H), 7.89 (d, J=7.8 Hz, 1H), 7.76-7.72 (m, 1H), 7.71-7.60 (m, 4H), 7.56 (t, J=7.9 Hz, 1H), 7.44 (t, J=8.1 Hz, 1H), 7.02 (d, J=8.0 Hz, 1H), 3.36 (s, 3H); ES-MS [M+1]+: 338.2.

Provenance & Evidence