Trimethyltin chloride → HCID 86603990, compound

HRID 922879Notes

Reaction equation

HRID 922879 reaction equation
FC(F)(F)S(O[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[N:8]=1)(=O)=O.[CH3:16][Sn:17](Cl)([CH3:19])[CH3:18]>>[Cl:13][C:9]1[CH:10]=[CH:11][CH:12]=[C:7]([Sn:17]([CH3:19])([CH3:18])[CH3:16])[N:8]=1

Participants

3

Reactant 2

HCID 14016Trimethyltin chlorideHCID 11357467Methanesulfonic acid, trifluoro-, 6-chloro-2-pyridinyl ester

Product 1

HCID 86603990HCID 86603990, compound

Procedure

6-chloropyridin-2-yl trifluoromethanesulfonate (4.12 mmol) was used in Procedure I with trimethyltin chloride to yield 2-chloro-6-(trimethylstannyl)pyridine. The crude material (˜4 mmol) was used in Procedure K with N-(4-chloro-3-iodophenyl)-2-methyl-6-(trifluoromethyl)nicotinamide (2 mmol). Purified by silica gel chromatography (5-45% ethyl acetate/hexane) to yield N-(4-chloro-3-(6-chloropyridin-2-yl)phenyl)-2-methyl-6-(trifluoromethyl)nicotinamide as a white solid: TLC Rf=0.45 (25% ethyl acetate/hexanes); MS (Q1) 426 (M)+.

Sources & evidence

ORD record
ord-36a47d690127417987cb41af04baac56
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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