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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931818Generated: November 1, 2026

2-(Tributylstannyl)pyridine → HCID 66631734, compound

https://huagongshe.com/reaction/931818

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Tributylstannyl)pyridineHCID 607784—
Reactant(S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(trifluoromethylsulfonyloxy)quinolin-6-yl)ethyl pivalateHCID 86691982—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 66631734HCID 66631734106.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-(trifluoromethylsulfonyloxy)quinolin-6-yl)ethyl pivalate (compound of Example 26; 50 mg, 0.08 mmol) in 1,2 dimethoxyethane (1 mL) was added 2-(tributylstannyl)pyridine (0.040 mL, 0.125 mmol) and Pd(PPh3)4 and the reaction mixture was degassed with argon for 5 minutes. The reaction was heated to 110° C. in a microwave reactor for 20 minutes. The crude reaction mixture was absorbed onto silica gel and purified by flash column chromatography (silica gel, ethyl acetate/hexanes) to give a clear oil (45.2 mg). LCMS-ESI+ (m/z): [M+H]+ calcd for C32H36ClN2O3: 531.23. found: 531.68.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296758B2
Source datasetuspto-grants-2016_03
ORD IDord-0097080348f9443b9a7c33f98ae96fd0
Source noteuspto-grants-2016_03