ethyl 5-bromo-3-formyl-1H-indole-2-carboxylate → 5-Bromo-3-formyl-1-(4-isopropoxyphenyl)indole-2-carboxylic acid ethyl ester

HRID 420991Notes

Reaction equation

HRID 420991 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([C:14]=1[CH:15]=[O:16])=[CH:12][C:11]([Br:17])=[CH:10][CH:9]=2)=[O:5])[CH3:2].[CH:18]([O:21][C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1)([CH3:20])[CH3:19]>>[CH2:1]([O:3][C:4]([C:6]1[N:7]([C:25]2[CH:26]=[CH:27][C:22]([O:21][CH:18]([CH3:20])[CH3:19])=[CH:23][CH:24]=2)[C:8]2[C:13]([C:14]=1[CH:15]=[O:16])=[CH:12][C:11]([Br:17])=[CH:10][CH:9]=2)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 3275613ethyl 5-bromo-3-formyl-1H-indole-2-carboxylateHCID 36987264-Isopropoxybenzeneboronic acid

Product 1

HCID 574199205-Bromo-3-formyl-1-(4-isopropoxyphenyl)indole-2-carboxylic acid ethyl ester

Procedure

The sub-title compound was prepared in accordance with step (c) Example 1 from 5-bromo-3-formylindole-2-carboxylic acid ethyl ester (4 g, 13.51 mmol; see step (a) above) and 4-isopropoxyphenylboronic acid (4.86 g, 27.02 mmol). Yield 4.1 g (710%).

Sources & evidence

ORD record
ord-64be0c8f489643f49869c1b0661d63fd
Source dataset
uspto-grants-2012_01
Patent number
US08097623B2

Reaction notes

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