Selectfluor → HCID 21696608, compound

HRID 378804Notes

Reaction equation

HRID 378804 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([Cl:16])[CH:10]=2)[N:5]=[C:4]([C:17]([OH:19])=[O:18])[C:3]=1[Cl:20].[F:21][B-](F)(F)F.F[B-](F)(F)F.ClC[N+]12CC[N+](F)(CC1)CC2>C(#N)C>[NH2:1][C:2]1[C:7]([F:21])=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([Cl:16])[CH:10]=2)[N:5]=[C:4]([C:17]([OH:19])=[O:18])[C:3]=1[Cl:20]

Participants

4

Reactant 2

HCID 2724933Selectfluor2×HCID 21696638HCID 21696638, compound

Product 1

HCID 21696608HCID 21696608, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-Amino-3-chloro-6-(3,4-dichlorophenoxy)pyridine-2-carboxylic acid was fluorinated with [1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate)] (F-TEDA) in refluxing acetonitrile; mp 156-160° C.

Sources & evidence

ORD record
ord-5285f2cf4db24326aae4b7fbe35a23a9
Source dataset
uspto-grants-2001_10
Patent number
US06297197B1

Reaction notes

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