4-Fluorobenzylic alcohol → HCID 21920020, compound

Reaction equation

[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[CH:4][CH:3]=1.Cl[C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][N:12]=1>>[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][O:7][C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][N:12]=2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 680224-Fluorobenzylic alcohol

HCID 783082-Chloro-5-nitropyridine

Product 1

HCID 21920020HCID 21920020, compound

Procedure

In an analogous manner to that described in Journal of Medicinal Chemistry 33:2087–2093 (1990), the reaction of 4-fluorobenzylalcohol instead of benzylalcohol with 2-chloro-5-nitropyridine yields the 2-(4-fluoro-benzyloxy)-5-nitro-pyridine as a yellow solid.

Sources & evidence

ORD record: ord-d1f17515e15540218d42bd433940bb0b
Source dataset: uspto-grants-2006_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07151111B2

Reaction notes

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