Potassium Carbonate → 2-{4-[2-(2-Isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulen-8-yl]-piperidin-1-yl}-N-methyl-acetamide

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 375 TFA salt (300 mg, 0.59 mmol) in THF (5 mL) was added potassium carbonate (285 mg, 2.10 mmol) followed by 2-bromo-N-methylacetamide (99 mg, 0.65 mmol). The reaction mixture was stirred for 3 hours before being diluted with DCM and water. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo. The resulting residue was triturated with diethyl ether to give 508 as a brown solid (226 mg, 82%). LCMS: RT=3.21 min, [M+H]+=467. 1 H NMR δ (ppm) (DMSO-d6): 8.28 (1 H, d, J=8.19 Hz), 8.10 (1H, s), 7.75-7.68 (1 H, m), 7.10 (1 H, dd, J=8.24, 1.81 Hz), 6.96 (1 H, d, J=1.76 Hz), 5.86-5.77 (1 H, m), 4.36 (2 H, t, J=5.02 Hz), 3.42 (2 H, t, J=5.03 Hz), 2.91-2.87 (4 H, m), 2.64 (3 H, d, J=4.74 Hz), 2.55-2.45 (1 H, m), 2.19-2.17 (2H, m), 1.76-1.75 (4 H, m), 1.55 (6 H, d, J=6.59 Hz)

1. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
2. concentrationconcentrated in vacuo
3. customThe resulting residue was triturated with diethyl ether

ORD 기록

ord-acd1db81f921475691b7d697c45ecac8

출처 데이터셋

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08263633B2