1-Butyl-3-hydroxy-3-(2-oxo-2-pyridin-2-ylethyl)indol-2-one → 5,7-Dichloro-3-hydroxy-3-(2-(6-methoxypyridin-2-yl)-2-oxoethyl)-1-propylindolin-2-one
Reaction equation
C(N1C2C(=CC=CC=2)C(O)([CH2:14][C:15](=[O:22])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)C1=O)CCC.[Cl:25][C:26]1[CH:27]=[C:28]2[C:32](=[C:33]([Cl:35])[CH:34]=1)[N:31]([CH2:36][CH2:37][CH3:38])[C:30](=[O:39])[C:29]2=[O:40].C(N1C2C(=CC(C)=CC=2)[C:47](=[O:55])C1=O)C(C)C>>[Cl:25][C:26]1[CH:27]=[C:28]2[C:32](=[C:33]([Cl:35])[CH:34]=1)[N:31]([CH2:36][CH2:37][CH3:38])[C:30](=[O:39])[C:29]2([OH:40])[CH2:14][C:15]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([O:55][CH3:47])[N:17]=1)=[O:22]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 5,7-dichloro-1-propylindoline-2,3-dione and 1-isobutyl-5-methylindoline-2,3-dione (purchased from Fisher Scientific). 1H-NMR δ 7.74 (dd, 1H), 7.65 (dd, 1H), 7.37-7.25 (m, 2H), 6.99 (dd, 1H), 5.31 (bs, OH), 4.04-3.96 (m, 6H), 3.53 (dd, 1H), 1.77 (m, 2H), 0.92 (t, 3H).
Sources & evidence
- ORD record
- ord-f9fe3835f7704fa984539d29c4a01757
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09079853B2
Reaction notes
Loading…