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

HRID 1745478Notes

Reaction equation

HRID 1745478 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][CH:24]=[CH:23][C:22]=1I>>[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[F:20])=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 676731-Fluoro-2-iodobenzeneHCID 23554338tert-Butyl (4-ethynyl-2-nitrophenyl)carbamate

Product 1

HCID 69592787[4-(2-Fluoro-phenylethynyl)-2-nitro-phenyl]-carbamic acid tert.-butyl esterYield 106.5%

Procedure

Prepared from (4-ethynyl-2-nitro-phenyl)-carbamic acid tert.-butyl ester (Example F2) (525 mg, 2.0 mmol) and 2-fluoro-1-iodobenzene (0.35 mL, 3 mmol) according to the general procedure F. Obtained as a yellow solid (759 mg).

Sources & evidence

ORD record
ord-20f042b86a9d42558dfa3a6acdcf0695
Source dataset
uspto-grants-2006_03
Patent number
US07018998B2

Reaction notes

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