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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466793Generated: November 2, 2026

Lithium Hexamethyldisilazide → HCID 66764885, compound

https://huagongshe.com/reaction/1466793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant5-(Chloromethyl)-2-(trifluoromethyl)pyridineHCID 2773810—
ReactantHCID 66765016HCID 66765016—
Solventtetrahydrofuran N,N-dimethylformamideHCID 21974620—
ProductHCID 66764885HCID 66764885—

Reaction Conditions

Temperature0 °C

Reaction Steps

3-(6-Chloro-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid methyl ester (0.050 g, 0.15 mmol) was dissolved in DMF:THF (1:1, 4 mL) and cooled to 0° C. Lithium bis(trimethylsilyl)amide solution (0.375 mL, 0.375 mmol, 1.0M in hexanes) was added. 3-(Chloromethyl)-6-(trifluoromethyl)pyridine (0.044 g, 0.225 mmol) was added and the reaction was allowed to warm to room temperature. After 20 minutes the reaction was heated to 50° C. for 1 hour and then submitted to aqueous workup to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000025B2
Source datasetuspto-grants-2015_04
ORD IDord-4efba11aa83c4620b77c3099972254c6
Source noteuspto-grants-2015_04