4-Bromo-1,3-benzodioxole → 3-(1,3-Benzodioxol-4-yl)-3-hydroxy-2-oxo indoline-5-carbonitrile

HRID 1662696Notes

Reaction equation

HRID 1662696 reaction equation
[O:1]=[C:2]1[C:10](=[O:11])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]#[N:13])[CH:8]=2)[NH:3]1.[O:14]1[C:18]2[CH:19]=[CH:20][CH:21]=[C:22](Br)[C:17]=2[O:16][CH2:15]1>>[O:14]1[C:18]2[CH:19]=[CH:20][CH:21]=[C:22]([C:10]3([OH:11])[C:9]4[C:4](=[CH:5][CH:6]=[C:7]([C:12]#[N:13])[CH:8]=4)[NH:3][C:2]3=[O:1])[C:17]=2[O:16][CH2:15]1

Participants

3

Reactant 2

HCID 27761894-Bromo-1,3-benzodioxoleHCID 123514952,3-Dioxo-2,3-dihydro-1H-indole-5-carbonitrile

Product 1

HCID 674292333-(1,3-Benzodioxol-4-yl)-3-hydroxy-2-oxo indoline-5-carbonitrile

Procedure

With 1.70 g of 2,3-dioxo indoline-5-carbonitrile and 1,3-benzodioxol-4-yl bromide (13 ml) as starting materials, 1.37 g of the title compound (brown solid) was obtained by a similar method to Step 21-1.

Sources & evidence

ORD record
ord-9bd2f015f0ac49a4a825b920834b55f0
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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