4-Fluoroiodobenzene → [4-(4-Fluoro-phenylethynyl)-2-nitro-phenyl]-carbamic acid tert.-butyl ester

HRID 859294Notes

Reaction equation

[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[CH:15])=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:3])[CH3:2].[F:20][C:21]1[CH:26]=[CH:25][C:24](I)=[CH:23][CH:22]=1>>[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:24]2[CH:25]=[CH:26][C:21]([F:20])=[CH:22][CH:23]=2)=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 96054-Fluoroiodobenzene

HCID 23554338tert-Butyl (4-ethynyl-2-nitrophenyl)carbamate

Product 1

HCID 69592817[4-(4-Fluoro-phenylethynyl)-2-nitro-phenyl]-carbamic acid tert.-butyl esterYield 111.3%

Procedure

Prepared from (4-ethynyl-2-nitro-phenyl)-carbamic acid tert.-butyl ester (Example F2) (525 mg, 2.0 mmol) and 1-fluoro-4-iodobenzene (0.35 mL, 3 mmol) according to the general procedure F. Obtained as a yellow solid (793 mg).

Sources & evidence

ORD record: ord-77a57c07bd0c4eaebf524be95e40afbb
Source dataset: uspto-grants-2006_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07151098B2

Reaction notes

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