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Methyl 2,2-dimethyl-4-oxohexanoate → 3-[1-(4-Bromobenzyl)-3-methyl-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid

HRID 1090197
Notes
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Reaction equation

HRID 1090197 reaction equation
Cl.[Br:2][C:3]1[CH:19]=[CH:18][C:6]([CH2:7][N:8]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)N)=[CH:5][CH:4]=1.C[O:21][C:22](=[O:31])[C:23]([CH3:30])([CH3:29])[CH2:24][C:25](=O)[CH2:26][CH3:27]>C(O)(C)(C)C>[Br:2][C:3]1[CH:19]=[CH:18][C:6]([CH2:7][N:8]2[C:10]3[C:15](=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=3)[C:26]([CH3:27])=[C:25]2[CH2:24][C:23]([CH3:30])([CH3:29])[C:22]([OH:31])=[O:21])=[CH:5][CH:4]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 13164740Methyl 2,2-dimethyl-4-oxohexanoateHCID 19041688N-(p-Bromobenzyl)-N-(4-methoxyphenyl)hydrazine hydrochloride

Product 1

HCID 156787893-[1-(4-Bromobenzyl)-3-methyl-5-methoxyindol-2-yl]-2,2-dimethylpropanoic acid

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

Following the method of Example 2, but using 1-[4-bromobenzyl]-1-(4-methoxy phenyl) hydrazine hydrochloride and methyl-2,2-dimethyl-4-oxohexanoate as the starting materials, using t-butanol as the solvent, the title compound was prepared.

Sources & evidence

ORD record
ord-a91db37bab0846ad9dd634a0efa0de15
Source dataset
uspto-grants-1992_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05081145

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes