alpha-Bromo-o-chlorotoluene → Methyl 1-(2-chlorobenzyl)-2-isobutyl-3-isobutyrylindole-6-carboxylate

HRID 1108720Notes

Reaction equation

HRID 1108720 reaction equation
[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13]=1[C:14](=[O:18])[CH:15]([CH3:17])[CH3:16])=[CH:11][CH:10]=[C:9]([C:19]([O:21][CH3:22])=[O:20])[CH:8]=2)[CH:2]([CH3:4])[CH3:3].[Cl:23][C:24]1[CH:31]=[CH:30][CH:29]=[CH:28][C:25]=1[CH2:26]Br>>[Cl:23][C:24]1[CH:31]=[CH:30][CH:29]=[CH:28][C:25]=1[CH2:26][N:6]1[C:7]2[C:12](=[CH:11][CH:10]=[C:9]([C:19]([O:21][CH3:22])=[O:20])[CH:8]=2)[C:13]([C:14](=[O:18])[CH:15]([CH3:16])[CH3:17])=[C:5]1[CH2:1][CH:2]([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 11905alpha-Bromo-o-chlorotolueneHCID 22627171Methyl 2-isobutyl-3-isobutyrylindole-6-carboxylate

Product 1

HCID 22627343Methyl 1-(2-chlorobenzyl)-2-isobutyl-3-isobutyrylindole-6-carboxylateYield 86.9%

Procedure

Methyl 1-(2-chlorobenzyl)-2-isobutyl-3-isobutyrylindole -6-carboxylate (258 mg) was prepared from methyl 2-isobutyl-3-isobutyrylindole-6-carboxylate (210 mg) and 2-chlorobenzyl bromide (157 mg) in a similar manner to that of Example 1.

Sources & evidence

ORD record
ord-890faa65b90a415aa2934d4b2e8d4054
Source dataset
uspto-grants-2000_05
Patent number
US06069156

Reaction notes

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