Hydrochloric Acid → 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}-ethanol

To a solution of 2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-8-{1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-piperidin-4-yl}-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene (103 mg, 0.20 mmol) in MeOH (2 mL) was added HCl (1 mL, 4N in dioxan) and the reaction mixture stirred at RT for 30 min. The reaction mixture was concentrated in vacuo and the residue freeze dried from MeOH/H2O to give 512 as a solid (136 mg). LCMS: RT=3.16 min, [M+H]+=440 [ad823338] 1H NMR 400 MHz (d6-DMSO) δ: 8.27 (1 H, d, J=8.19 Hz), 8.03 (1 H, s), 7.04 (1 H, dd, J=8.13, 1.84 Hz), 6.89 (1 H, d, J=1.75 Hz), 5.79-5.71 (1 H, m), 4.31 (2 H, t, J=5.0 Hz), 3.74 (2 H, t, J=5.0 Hz), 3.57 (2 H, d, J=12.01 Hz), 3.37 (2 H, t, J=4.96 Hz), 3.08-3.07 (4 H, m), 2.79 (1 H, t, J=7.80 Hz), 1.98-1.97 (4 H, m), 1.49 (6 H, d, J=6.59 Hz)

1. concentrationThe reaction mixture was concentrated in vacuo
2. dry with materialthe residue freeze dried from MeOH/H2O

ORD record

ord-dabcc125fd7c4e77ba689d99a7734954

Source dataset

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08952043B2