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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709833Generated: October 30, 2026

1,4-Dibromobutane → HCID 131733923, compound

https://huagongshe.com/reaction/709833

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DibromobutaneHCID 8056—
ReactantAmmonium ChlorideHCID 25517—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 131733922HCID 131733922—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131733923HCID 131733923—

Reaction Steps

To a solution of 3-(5-(((tert-butyl(dimethyl)silyl)oxy)methyl)-2-(2-fluoro-5-methoxyphenyl)pyridin-3-yl)propanenitrile (514 mg) and 1,4-dibromobutane (0.30 mL) in THF (10 mL) was added a THF solution (1 M, 3.9 mL) of lithium bis(trimethylsilyl)amide, and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (514 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181186B2
Source datasetuspto-grants-2015_11
ORD IDord-2b5a9f2b72a74fcbaa2bbb6385773498
Source noteuspto-grants-2015_11