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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177644Generated: October 30, 2026

Trimethylsilyl triflate → HCID 90410971, compound

https://huagongshe.com/reaction/2177644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl triflateHCID 65367—
Reactant2-Chloro-3-(trifluoromethyl)benzoyl chlorideHCID 3827633—
ReactantHCID 90409537HCID 90409537—
ReactantHCID 178418689HCID 178418689—
SolventTetrahydrofuranHCID 8028—
ProductHCID 90410971HCID 9041097116.1%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a suspension of the product of Example 252, Step 1 (200 mg, 0.94 mmol) in THF (30 mL) cooled to −78° C. was added Intermediate 12 (251 mg, 1.04 mmol). Trimethylsilyl trifluoromethanesulfonate (0.188 mL, 1.04 mmol) was then added and the reaction was stirred at −78° C. for 30 min. The resulting mixture was treated with MeMgBr (3.0 M solution in Et2O, 0.94 mL, 2.83 mmol) and stirred for 1 h. The reaction was quenched with NH4Cl and extracted with EtOAc, dried over MgSO4 and concentrated. The residue was purified by chromatography on silica gel (0-5% MeOH/DCM) to provide the desired product (66 mg, 16%). MS (ESI) mass calcd. C19H14ClF3N6O, 434.1. m/z found, 435.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09066946B2
Source datasetuspto-grants-2015_06
ORD IDord-f5844f0a188a4dbcbe3ce760b25126cb
Source noteuspto-grants-2015_06