Methyl cyanoacetate → HCID 67424537, compound

HRID 883639Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[C:6]2=O.[C:14]([CH2:16][C:17]([O:19][CH3:20])=[O:18])#[N:15]>>[C:14](/[C:16](=[C:6]1/[C:7](=[O:12])[NH:8][C:9]2[C:5]/1=[CH:4][C:3]([O:2][CH3:1])=[CH:11][CH:10]=2)/[C:17]([O:19][CH3:20])=[O:18])#[N:15]

Participants

Reactant 2

HCID 7747Methyl cyanoacetate

HCID 383335-Methoxyisatin

Product 1

HCID 67424537HCID 67424537, compoundYield 88%

Procedure

Following the general method as outlined for Intermediate 1, starting from 5-methoxy-1H-indole-2,3-dione and methyl cyanoacetate, the title compound was isolated, after evaporation, as a dark purple solid in 88% yield. This was a 4.5:1 mixture of geometric isomers (99% purity by HPLC).

Sources & evidence

ORD record: ord-6ca9ab2d7e1947619b0483c17085a890
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08236963B2

Reaction notes

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