Ethanol, 2-(aminooxy)- → HCID 58190605, compound

Reaction equation

[C:1]([C:4]1[N:9]=[C:8]2[N:10]([CH2:13][C:14]3[CH:15]=[C:16]4[C:21](=[CH:22][CH:23]=3)[N:20]=[CH:19][C:18]([C:24](=O)[CH3:25])=[CH:17]4)[N:11]=[N:12][C:7]2=[N:6][CH:5]=1)(=O)[CH3:2].[NH2:27][O:28][CH2:29][CH2:30][OH:31]>CO.C(O)(=O)C>[OH:31][CH2:30][CH2:29][O:28]/[N:27]=[C:24](/[C:18]1[CH:19]=[N:20][C:21]2[C:16]([CH:17]=1)=[CH:15][C:14]([CH2:13][N:10]1[C:8]3=[N:9][C:4](/[C:1](=[N:27]/[O:28][CH2:29][CH2:30][OH:31])/[CH3:2])=[CH:5][N:6]=[C:7]3[N:12]=[N:11]1)=[CH:23][CH:22]=2)\[CH3:25]

Participants

Procedure

A solution of 1-(6-((6-acetyl-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)quinolin-3-yl)ethanone (74 mg, 0.213 mmol) and 2-aminooxy-ethanol (35 mg, 0.45 mmol) in 5 mL of methanol and 0.1 mL of acetic acid was stirred at 40° C. overnight. The solvent was removed under reduced pressure and the residue was diluted with DCM and methanol. The precipitate was collected, washed with DCM, dried to afford the title compound (16 mg, 15%) as a white solid. 1H-NMR (400 MHz, DMSO-d6) δ ppm 9.31 (s, 1H), 9.23 (d, 1H), 8.52 (d, 1H), 8.03 (d, 1H), 7.98 (s, 1H), 7.86 (dd, 1H), 6.22 (s, 2H), 4.76 (d, 2H), 4.31 (t, 2H), 4.22 (t, 2H), 3.72-3.69 (m, 4H), 2.32 (s, 3H), 2.29 (s, 3H). LCMS (method E): [MH]+=465, tR=4.85 min.