Trimethyltin chloride → HCID 66878269, compound

HRID 922886Notes

Reaction equation

FC(F)(F)S(O[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:9][N:8]=1)(=O)=O.[CH3:21][Sn:22](Cl)([CH3:24])[CH3:23]>>[C:13]1([C:10]2[CH:11]=[CH:12][C:7]([Sn:22]([CH3:24])([CH3:23])[CH3:21])=[N:8][CH:9]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

Reactant 2

HCID 14016Trimethyltin chloride

HCID 86227857HCID 86227857, compound

Product 1

HCID 66878269HCID 66878269, compound

Procedure

5-phenylpyridin-2-yl trifluoromethanesulfonate (1.5 mmol) was used in Procedure J with trimethyltin chloride to yield 5-phenyl-2-(trimethylstannyl)pyridine. The crude material (˜1.25 mmol) was used in Procedure K with N-(4-chloro-3-iodophenyl)-2-methyl-6-(trifluoromethyl)nicotinamide (1 mmol). Purified by silica gel chromatography (1% acetone/methylene chloride) to yield N-(4-chloro-3-(5-phenylpyridin-2-yl)phenyl)-2-methyl-6-(trifluoromethyl)nicotinamideas a tan solid: TLC Rf=0.15 (1% acetone/methylene chloride); MS (Q1) 467 (M)+.

Sources & evidence

ORD record: ord-639786f125c640169cb53e95048cd22b
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09278961B2

Reaction notes

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