(2-Hydroxy-4-methoxybenzyl)-5-methyl-1-(4-methylpentyl)-2-oxoindolin-3-yl benzoate → 1-Ethyl-3-(2-hydroxy-4-methoxybenzyl)-2-oxoindolin-3-yl benzoate

HRID 1523095Notes

Reaction equation

HRID 1523095 reaction equation
[C:1]([O:9][C:10]1([CH2:27][C:28]2[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][C:29]=2[OH:36])[C:18]2[C:13](=[CH:14][CH:15]=[C:16](C)[CH:17]=2)[N:12]([CH2:20][CH2:21]CC(C)C)[C:11]1=[O:26])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC1C2C(=CC=CC=2)N(CC)C1=O)(=O)C1C=CC=CC=1>>[C:1]([O:9][C:10]1([CH2:27][C:28]2[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][C:29]=2[OH:36])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]([CH2:20][CH3:21])[C:11]1=[O:26])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 86301599(2-Hydroxy-4-methoxybenzyl)-5-methyl-1-(4-methylpentyl)-2-oxoindolin-3-yl benzoateHCID 904181541-Ethyl-2-oxoindolin-3-yl benzoate

Product 1

HCID 863015961-Ethyl-3-(2-hydroxy-4-methoxybenzyl)-2-oxoindolin-3-yl benzoate

Procedure

This compound was prepared in a similar manner to 3-(2-hydroxy-4-methoxybenzyl)-5-methyl-1-(4-methylpentyl)-2-oxoindolin-3-yl benzoate by reacting 1-ethyl-2-oxoindolin-3-yl benzoate with tert-butyl (2-(hydroxymethyl)-5-methoxyphenyl)carbonate. 1H-NMR δ 8.04 (d, 2H), 7.6 (t, 1H), 7.43 (t, 2H), 7.30 (t, 1H), 7.25 (d, 1H), 7.08 (t, 1H), 6.78 (d, 1H), 6.47 (m, 2H), 6.24 (dd, 1H), 6.15 (bs, OH), 3.83 (m, 1H), 3.71 (s, 3H), 3.61 (m, 1H), 3.48 (d, 1H), 3.43 (d, 1H), 1.02 (t, 3H). Calculated mass for C25H23NO5, 417.16. Observed 440.0 (M+Na).

Sources & evidence

ORD record
ord-c74a807071d74d549d2e1a0c93f108b0
Source dataset
uspto-grants-2015_07
Patent number
US09079853B2

Reaction notes

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