1-Butyl-3-hydroxy-3-(2-oxo-2-pyridin-2-ylethyl)indol-2-one → 5-Chloro-3-(2-(2,6-dimethoxypyridin-3-yl)-2-oxoethyl)-3-hydroxy-1-propylindolin-2-one
Reaction equation
C(N1C2C(=CC=CC=2)C(O)(CC(=O)C2C=CC=CN=2)C1=O)CCC.[Cl:25][C:26]1[CH:27]=[C:28]2[C:32](=[CH:33][CH:34]=1)[N:31]([CH2:35][CH2:36][CH3:37])[C:30](=[O:38])[C:29]2=[O:39].[CH3:40][O:41][C:42]1[C:47]([C:48](=[O:50])[CH3:49])=[CH:46][CH:45]=[C:44]([O:51][CH3:52])[N:43]=1>>[Cl:25][C:26]1[CH:27]=[C:28]2[C:32](=[CH:33][CH:34]=1)[N:31]([CH2:35][CH2:36][CH3:37])[C:30](=[O:38])[C:29]2([CH2:49][C:48]([C:47]1[C:42]([O:41][CH3:40])=[N:43][C:44]([O:51][CH3:52])=[CH:45][CH:46]=1)=[O:50])[OH:39]Participants
4
Procedure
This compound was made in a similar manner to 1-butyl-3-hydroxy-3-(2-oxo-2-(pyridin-2-yl)ethyl)indolin-2-one using 5-chloro-1-propylindoline-2,3-dione and 1-(2,6-dimethoxypyridin-3-yl)ethanone (purchased from Fisher Scientific). 1H-NMR δ 8.12 (d, 1H), 7.39 (s, 1H), 7.27 (d, 1H), 6.80 (d, 1H), 6.35 (d, 1H) 4.63 (bs, OH), 4.00 (s, 3H), 3.83 (s, 3H), 3.71 (d, 1H), 3.68 (m, 2H), 3.47 (d, 1H), 1.73 (m, 2H), 0.99 (t, 3H). Calculated mass for C20H21ClN2O5, 404.11. Observed 427.1 (M+Na)
Sources & evidence
- ORD record
- ord-c0d245554bf7484886cb05e4f01ebd99
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09079853B2
Reaction notes
Loading…