ethyl 4,5-dichloro-1H-indole-2-carboxylate → 4,5-Dichloroindoline-2-(r/s)-carboxylic acid methyl ester

HRID 1249939Notes

Reaction equation

HRID 1249939 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:12]([O:14][CH2:15]C)=[O:13])[NH:6]2.[Mg]>>[CH3:15][O:14][C:12]([CH:5]1[CH2:4][C:3]2[C:7](=[CH:8][CH:9]=[C:10]([Cl:11])[C:2]=2[Cl:1])[NH:6]1)=[O:13]

Participants

3

Reactant 2

HCID 4714971ethyl 4,5-dichloro-1H-indole-2-carboxylateHCID 5462224Magnesium

Product 1

HCID 764578394,5-Dichloroindoline-2-(r/s)-carboxylic acid methyl ester

Procedure

This compound was prepared from ethyl 4, 5-dichloroindole-2-carboxylate as described in Example 1, using 6-7 eq. of magnesium turnings instead of 2-3 eq. of magnesium turnings.

Sources & evidence

ORD record
ord-e9e5d2eb4324466ea3165a35e847aa20
Source dataset
uspto-grants-2002_01
Patent number
US06335360B1

Reaction notes

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