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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776609Generated: October 31, 2026

1,2-Dichloroethane → HCID 71542366, compound

https://huagongshe.com/reaction/1776609

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 89459986HCID 89459986—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 71542366HCID 7154236641.6%

Reaction Steps

(S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-hydroxyethyl)pyridine 1-oxide 30 mg, 0.071 mmol), 2-(N-(4-(methylthio)phenyl)methyl-sulfonamido)acetic acid (39.3 mg, 0.143 mmol), DMAP (17.44 mg, 0.143 mmol), and EDC (41.1 mg, 0.214 mmol) were dissolved in DMF (1.5 ml). The reaction was stirred at RT overnight to achieve completion. The reaction mixture was diluted with water and extracted with EtOAc. The organic phase was washed with HCl 1N, Na2CO3 sat. sol. and brine, dried over Na2SO4 and concentrated under vacuum. The crude product was purified by Preparative reverse-phase HPLC to give (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2-(N-(4-(methylthio)phenyl)methylsulfonamido)-acetoxy)ethyl)pyridine 1-oxide (20 mg, 41.3% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265768B2
Source datasetuspto-grants-2016_02
ORD IDord-0dbd212ebd0644b18e8d2065a41ce669
Source noteuspto-grants-2016_02