5-chloro-1H-indole-2,3-dione → 5-chloro-3-hydroxy-3-(5-isopropyl-2-methoxyphenyl)-1,3-dihydro-2H-indol-2-one

HRID 1662767Notes

Reaction equation

HRID 1662767 reaction equation
Br[C:2]1[CH:7]=[C:6]([CH:8]([CH3:10])[CH3:9])[CH:5]=[CH:4][C:3]=1[O:11][CH3:12].[Cl:13][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)[NH:19][C:18](=[O:23])[C:17]2=[O:24]>>[Cl:13][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)[NH:19][C:18](=[O:23])[C:17]2([OH:24])[C:2]1[CH:7]=[C:6]([CH:8]([CH3:10])[CH3:9])[CH:5]=[CH:4][C:3]=1[O:11][CH3:12]

Participants

3

Reactant 2

HCID 872035-chloro-1H-indole-2,3-dioneHCID 220876782-Bromo-4-isopropylanisole

Product 1

HCID 674286455-chloro-3-hydroxy-3-(5-isopropyl-2-methoxyphenyl)-1,3-dihydro-2H-indol-2-oneYield 83.6%

Procedure

With 20.0 g of the compound obtained in Step 230-1 and 10.6 g of 5-chloroisatin as starting materials, 16.2 g of the title compound (pale yellow solid) was obtained by a similar method to Step 21-1.

Sources & evidence

ORD record
ord-d9e81ab61269407c86ec6922f35c0a53
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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