1-Butyl-3-hydroxy-3-(2-oxo-2-pyridin-2-ylethyl)indol-2-one → 3-Hydroxy-3-(2-(6-methoxypyridin-2-yl)-2-oxoethyl)-5-methyl-1-propylindolin-2-one
Reaction equation
C(N1C2C(=CC=CC=2)C(O)(CC(=O)C2C=CC=CN=2)C1=O)CCC.[CH3:25][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[N:47]=[C:46]([C:48](=[O:50])[CH3:49])[CH:45]=[CH:44][CH:43]=1>>[OH:39][C:29]1([CH2:49][C:48]([C:46]2[CH:45]=[CH:44][CH:43]=[C:42]([O:41][CH3:40])[N:47]=2)=[O:50])[C:28]2[C:32](=[CH:33][CH:34]=[C:26]([CH3:25])[CH:27]=2)[N:31]([CH2:35][CH2:36][CH3:37])[C:30]1=[O:38]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-methyl-1-propylindoline-2,3-dione and 1-(6-methoxypyridin-2-yl)ethanone (commercially available from Fisher Scientific). 1H-NMR δ 7.74 (m, 2H), 7.19 (s, 1H), 7.11 (d, 1H), 6.98 (d, 1H), 6.77 (d, 1H), 5.27 (bs, 1H), 4.03 (s, 3H), 3.65 (m, 3H), 3.49 (d, 1H), 2.30 (s, 3H), 1.74 (m, 2H), 0.97 (t, 3H).
Sources & evidence
- ORD record
- ord-93e4bb74356c4aa0b542bfa5fc9f8b54
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09079853B2
Reaction notes
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