2-Bromo-4-methylanisole → 3-Hydroxy-3-(2-methoxy-5-methylphenyl)-2-oxo indoline-5-carbonitrile

HRID 1662708Notes

Reaction equation

HRID 1662708 reaction equation
Br[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[O:9][CH3:10].[O:11]=[C:12]1[C:20](=[O:21])[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([C:22]#[N:23])[CH:18]=2)[NH:13]1>>[OH:21][C:20]1([C:2]2[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=2[O:9][CH3:10])[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([C:22]#[N:23])[CH:18]=2)[NH:13][C:12]1=[O:11]

Participants

3

Reactant 2

HCID 891432-Bromo-4-methylanisoleHCID 123514952,3-Dioxo-2,3-dihydro-1H-indole-5-carbonitrile

Product 1

HCID 674291263-Hydroxy-3-(2-methoxy-5-methylphenyl)-2-oxo indoline-5-carbonitrileYield 50.8%

Procedure

With 7.06 g of 2-bromo-1-methoxy-4-methyl benzene and 4.03 g of 2,3-dioxo indoline-5-carbonitrile as starting materials, 3.50 g of the title compound (brown amorphous) was obtained by a similar method to Step 21-1.

Sources & evidence

ORD record
ord-be3b397b6f844ecabd11d3434e4bb9c9
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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