4-Iodobenzonitrile → 5-(4-Cyanophenyl)-1H-indole-2-carboxylic acid ethyl ester

HRID 646154Notes

Reaction equation

[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11](B1OC(C)(C)C(C)(C)O1)=[CH:10][CH:9]=2)=[O:5])[CH3:2].I[C:25]1[CH:32]=[CH:31][C:28]([C:29]#[N:30])=[CH:27][CH:26]=1>>[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([C:25]1[CH:32]=[CH:31][C:28]([C:29]#[N:30])=[CH:27][CH:26]=1)=[CH:10][CH:9]=2)=[O:5])[CH3:2]

Participants

Reactant 2

HCID 764674-Iodobenzonitrile

HCID 21111505Ethyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-2-carboxylate

Product 1

HCID 687004805-(4-Cyanophenyl)-1H-indole-2-carboxylic acid ethyl ester

Procedure

The sub-title compound was prepared in accordance with Example 8(b) from 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole-2-carboxylic acid ethyl ester (see Example 8(a)) and 4-iodobenzonitrile.

Sources & evidence

ORD record: ord-59d78acc96334985b1696dad4bef8c9c
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07705023B2

Reaction notes

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