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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776604Generated: October 30, 2026

Bromoacetyl chloride → (S)-4-(2-(2-bromoacetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide

https://huagongshe.com/reaction/1776604

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromoacetyl chlorideHCID 89602—
Reactant(S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-hydroxyethyl)pyridine 1-oxideHCID 71092687—
SolventDichloromethaneHCID 6344—
Product(S)-4-(2-(2-bromoacetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxideHCID 86679564—

Reaction Steps

(S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-hydroxyethyl)pyridine 1-oxide (500 mg, 1.2 mmol) was dissolved in DCM (15 ml), and TEA (180 mg, 1.8 mmol) and 2-bromoacetyl chloride (243 mg, 1.55 mmol) were added. The mixture was stirred at RT for 2 hours, then was diluted with DCM (50 ml) and washed with HCl 1N (2×). The organic phase was dried over Na2SO4 and evaporated under vacuum, obtaining a crude (550 mg) containing the title compound (MS/ESI+ 541.17 [MH]+) which was employed in the next step without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265768B2
Source datasetuspto-grants-2016_02
ORD IDord-86068be5c7e94c87af7f79a7f13c3584
Source noteuspto-grants-2016_02