Triethylamine → HCID 58204112, compound

Participants

Reaction Steps

To a solution of 2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-8-piperidin-4-yl-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene TFA salt 375 (250 mg, 0.49 mmol) in DCM (2.5 mL) was added triethylamine (157 μL, 1.13 mmol) followed by 2-bromoacetamide (81 mg, 0.59 mmol). The reaction mixture was stirred for 42 hours before being diluted with MeOH and water. The DCM was removed in vacuo to give a suspension. The solid was filtered off and washed with MeOH then ether to give 475 as an off-white solid (160 mg, 72%). LCMS: RT=3.17 min, [M+H]+=453. 1H NMR δ (ppm) (DMSO-d6): 8.23 (1H, d, J=8.20 Hz), 8.05 (1H, s), 7.17 (1H, s), 7.08 (1H, s), 7.07-7.02 (1H, m), 6.90 (1H, d, J=1.75 Hz), 5.81-5.71 (1H, m), 4.35-4.28 (2H, m), 3.37 (2H, s), 2.90-2.79 (4H, m), 2.13 (2H, dd, J=8.92, 8.51 Hz), 1.77-1.67 (4H, m), 1.50 (6H, d, J=6.58 Hz). 1 Proton obscured by solvent peaks

Provenance & Evidence