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Pyridine → 2-Pyridyl Trifluoromethanesulfonate

HRID 1169583
Notes
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Reaction equation

HRID 1169583 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:7][C:8]([F:21])([F:20])[S:9]([O:12]S(C(F)(F)F)(=O)=O)(=[O:11])=[O:10]>C(Cl)Cl>[O:12]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[S:9]([C:8]([F:21])([F:20])[F:7])(=[O:11])=[O:10]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 1049PyridineHCID 67749Trifluoromethanesulfonic anhydride

Product 1

HCID 39476262-Pyridyl TrifluoromethanesulfonateYield 100.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In analogy to GP 2, reaction of 4.7 g Intermediate 2.1 (13 mmol), 4.2 mL dry pyridine (53 mmol), 3.5 ml trifluoromethanesulfonic acid anhydride (21 mmol) in 150 mL DCM yielded 4.8 g 2-pyridyl triflate (74% yield).

Sources & evidence

ORD record
ord-3ca327c5cd5e4f5fa23064b8147e6a09
Source dataset
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07825114B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes