4-tert-Butylphenylboronic acid → 5-(4-tert-Butylphenyl)-3-formyl-1-(4-isopropoxyphenyl)indole-2-carboxylic acid ethyl ester

HRID 420992Notes

Reaction equation

HRID 420992 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH:25]([CH3:27])[CH3:26])=[CH:20][CH:19]=2)[C:8]2[C:13]([C:14]=1[CH:15]=[O:16])=[CH:12][C:11](Br)=[CH:10][CH:9]=2)=[O:5])[CH3:2].[C:28]([C:32]1[CH:37]=[CH:36][C:35](B(O)O)=[CH:34][CH:33]=1)([CH3:31])([CH3:30])[CH3:29]>>[CH2:1]([O:3][C:4]([C:6]1[N:7]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH:25]([CH3:27])[CH3:26])=[CH:20][CH:19]=2)[C:8]2[C:13]([C:14]=1[CH:15]=[O:16])=[CH:12][C:11]([C:35]1[CH:36]=[CH:37][C:32]([C:28]([CH3:31])([CH3:30])[CH3:29])=[CH:33][CH:34]=1)=[CH:10][CH:9]=2)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 27343204-tert-Butylphenylboronic acidHCID 574199205-Bromo-3-formyl-1-(4-isopropoxyphenyl)indole-2-carboxylic acid ethyl ester

Product 1

HCID 866288225-(4-tert-Butylphenyl)-3-formyl-1-(4-isopropoxyphenyl)indole-2-carboxylic acid ethyl ester

Procedure

The sub-title compound was prepared in accordance with step (a) Example 67 from 5-bromo-3-formyl-1-(4-isopropoxyphenyl)indole-2-carboxylic acid ethyl ester (4.07 g, 9.46 mmol; see step (b) above) and 4-tert-butylphenylboronic acid (2.53 g, 14.19 mmol). Yield 4.16 g (91%).

Sources & evidence

ORD record
ord-f51e99e1953a43ce88e5d10dc7d5ff6f
Source dataset
uspto-grants-2012_01
Patent number
US08097623B2

Reaction notes

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