Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520510Generated: October 30, 2026

Dibutyltin oxide → HCID 178427404, compound

https://huagongshe.com/reaction/520510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDibutyltin oxideHCID 61221—
ReactantAzidotrimethylsilaneHCID 78378—
ReactantHCID 87111387HCID 87111387—
SolventTolueneHCID 1140—
ProductHCID 178427404HCID 17842740474.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

N-(2-Chloro-5-{4-cyano-1-[(4-methylphenyl)sulfonyl]-1H-indazol-6-yl}-3-pyridinyl)methanesulfonamide (1.6 g, 3.19 mmol), trimethylsilyl azide (0.734 g, 6.37 mmol) and dibutyl(oxo)stannane (0.079 g, 0.319 mmol) were placed in toluene (30 ml) and the mixture heated at 100° C. for 16 h. The mixture was stirred at this temperature over the weekend. The mixture was cooled to room temperature and the solvent removed in vacuo. The residue was adsorbed onto florisil and chromatographed on silica (100 g cartridge) eluting with 0-100% ethyl acetate in cyclohexane followed by 0-20% methanol to give the title compound (1.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09326987B2
Source datasetuspto-grants-2016_05
ORD IDord-6f8f891f7d154e9c89495405e8bff5a5
Source noteuspto-grants-2016_05