Isatin → 5-Chloro-3-(2-ethoxyphenyl)-6-fluoro-3-hydroxy-1,3-dihydroindol-2-one

HRID 57189Notes

Reaction equation

HRID 57189 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[NH:7][C:6](=[O:12])[C:5]2=[O:13].N1C2C(=CC=CC=2)C(=O)C1=O.[CH2:25]([O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1I)[CH3:26]>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[NH:7][C:6](=[O:12])[C:5]2([C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=1[O:27][CH2:25][CH3:26])[OH:13]

Participants

4

Reactant 3

HCID 7054IsatinHCID 136415Benzene, 1-ethoxy-2-iodo-HCID 167818735-Chloro-6-fluoroindoline-2,3-dione

Product 1

HCID 670874635-Chloro-3-(2-ethoxyphenyl)-6-fluoro-3-hydroxy-1,3-dihydroindol-2-one

Procedure

The title compound was prepared in analogy to example a.1 using 5-chloro-6-fluoroisatin as isatin II and ethoxyiodobenzene (to form the Grignard reagent).

Sources & evidence

ORD record
ord-b22517412c8d409da5bfd66214415b4d
Source dataset
uspto-grants-2016_09
Patent number
US09434713B2

Reaction notes

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