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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776536Generated: November 1, 2026

1,2-Dichloroethane → HCID 89455737, compound

https://huagongshe.com/reaction/1776536

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant(S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-hydroxyethyl)pyridine 1-oxideHCID 71092687—
ReactantHCID 89459942HCID 89459942—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 89455737HCID 8945573777.1%

Reaction Steps

A mixture of 2-(3-(N-(tert-butoxycarbonyl)methylsulfonamido)-4-methoxybenzoyloxy)acetic acid (0.192 g, 0.476 mmol), (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-hydroxyethyl)pyridine 1-oxide (0.200 g, 0.476 mmol), EDC (0.274 g, 1.428 mmol), and DMAP (0.058 g, 0.476 mmol) in DCM (20 ml) was stirred at RT for 2 hours. The mixture was washed with HCl 1N and with NaHCO3 5%; the organic layer was dried over Na2SO4, and the solvent was removed. The crude was purified by flash chromatography on silica gel cartridge (DCM:MeOH=99:1) to afford (S)-4-(2-(2-(3-(N-(tert-butoxycarbonyl)methylsulfonamido)-4-methoxybenzoyloxy)acetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide (0.296 g, 0.367 mmol, 77% yield, MS/ESI+ 805.0 [MH]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265768B2
Source datasetuspto-grants-2016_02
ORD IDord-945b64b8f9984684aec07bb21c247af4
Source noteuspto-grants-2016_02