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

HRID 1523097Notes

Reaction equation

HRID 1523097 reaction equation
[C:1]([O:9][C:10]1([CH2:27][C:28]2[CH:33]=[CH:32][C:31](OC)=[CH:30][C:29]=2[OH:36])[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([CH3:19])[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:37](OC1C2C(=CC=C(C)C=2)N(CC)C1=O)(=[O:44])C1C=CC=CC=1>>[C:1]([O:9][C:10]1([CH2:27][C:28]2[CH:33]=[C:32]([O:44][CH3:37])[CH:31]=[CH:30][C:29]=2[OH:36])[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([CH3:19])[CH:17]=2)[N:12]([CH2:20][CH3:21])[C:11]1=[O:26])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 86301599(2-Hydroxy-4-methoxybenzyl)-5-methyl-1-(4-methylpentyl)-2-oxoindolin-3-yl benzoateHCID 904159121-Ethyl-5-methyl-2-oxoindolin-3-yl benzoate

Product 1

HCID 863015971-Ethyl-3-(2-hydroxy-5-methoxybenzyl)-5-methyl-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-5-methyl-2-oxoindolin-3-yl benzoate with tert-butyl (2-(hydroxymethyl)-4-methoxyphenyl)carbonate. 1H-NMR δ 8.05 (d, 2H), 7.58 (t, 1H), 7.45 (t, 2H), 7.13 (m, 2H), 6.8 (d, 1H), 6.65 (m, 2H), 6.03 (d, 1H), 5.87 (bs, OH), 3.78 (m, 1H), 3.67 (d, 1H), 3.52 (m, 1H), 3.39 (s, 3H), 3.29 (d, 1H), 2.32 (s, 3H), 0.92 (t, 3H). Calculated mass for C26H25NO5 431.17. Observed 454.1 (M+Na).

Sources & evidence

ORD record
ord-071540905f0d482cb2babf48e5b45ac2
Source dataset
uspto-grants-2015_07
Patent number
US09079853B2

Reaction notes

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