4-Fluoroiodobenzene → 5-[(4-Fluorophenyl)ethynyl]-2,3-dimethoxypyridine

Reaction equation

[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([C:11]#[C:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2C)=[CH:5][N:4]=1.IC1C=CC([F:27])=CC=1>>[F:27][C:16]1[CH:17]=[CH:18][C:13]([C:12]#[C:11][C:6]2[CH:7]=[C:8]([O:9][CH3:10])[C:3]([O:2][CH3:1])=[N:4][CH:5]=2)=[CH:14][CH:15]=1

Participants

Reactant 2

HCID 96054-Fluoroiodobenzene

HCID 711862092,3-Dimethoxy-5-[(2-methylphenyl)ethynyl]pyridine2×

Product 1

HCID 711864625-[(4-Fluorophenyl)ethynyl]-2,3-dimethoxypyridine

Procedure

Prepared as described for 2,3-dimethoxy-5-[(2-methylphenyl)ethynyl]pyridine (Intermediate 33) but using 1-iodo-4-fluorobenzene instead of 1-iodo-2-methylbenzene.

Workup

customPrepared

Sources & evidence

ORD record: ord-62ed852bf0274fd4a500bf3d212e686a
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09180122B2

Reaction notes

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