1-Ethyl-3-hydroxy-5-methyl-3-(3,4,5-trimethoxybenzyl)indolin-2-one → 3-Hydroxy-1-isobutyl-5-methyl-3-(3,4,5-trimethoxybenzyl)indolin-2-one
Reaction equation
C(N1C2C(=CC(C)=CC=2)C(O)([CH2:13][C:14]2[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([O:24][CH3:25])[CH:15]=2)C1=O)C.C([O:36][CH:37]1[C:45]2[C:40](=[CH:41][CH:42]=[C:43]([CH3:46])[CH:44]=2)[N:39]([CH2:47][CH:48]([CH3:50])[CH3:49])[C:38]1=[O:51])(=O)C1C=CC=CC=1>>[OH:36][C:37]1([CH2:13][C:14]2[CH:15]=[C:16]([O:24][CH3:25])[C:17]([O:22][CH3:23])=[C:18]([O:20][CH3:21])[CH:19]=2)[C:45]2[C:40](=[CH:41][CH:42]=[C:43]([CH3:46])[CH:44]=2)[N:39]([CH2:47][CH:48]([CH3:49])[CH3:50])[C:38]1=[O:51]Participants
3
Procedure
This compound was made in an analogous fashion to 1-ethyl-3-hydroxy-5-methyl-3-(3,4,5-trimethoxybenzyl)indolin-2-one using 5-methyl-1-isobutyl-2-oxoindolin-3-yl benzoate. 1H-NMR δ 7.22 (s, 1H), 7.08 (d, 1H), 6.58 (d, 2H), 6.1 (s, 2H), 3.74 (s, 3H), 3.63 (s, 6H), 3.48 (m, 1H), 3.29 (d, 1H), 3.11 (m, 1H), 3.06 (bs, OH), 2.35 (s, 3H), 1.85 (m, 1H), 0.70 (dd, 6H).
Sources & evidence
- ORD record
- ord-f294a3115a704ab8ad10b8c400aa1fce
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09079853B2
Reaction notes
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