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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1436207Generated: October 26, 2026

Diethyl Ether → (S)-3-chloro-N-(4-hydroxy-1-(4-(2-(1-(hydroxyimino)ethyl)-1-methyl-1H-imidazol-4-yl)phenyl)butan-2-yl)-4-isopropoxybenzamide

https://huagongshe.com/reaction/1436207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant(S)-3-chloro-N-(4-hydroxy-1-(4-(2-(1-(methoxyimino)ethyl)-1-methyl-1H-imidazol-4-yl)phenyl)butan-2-yl)-4-isopropoxybenzamideHCID 86604767—
ReactantHCID 178418689HCID 178418689—
SolventTetrahydrofuranHCID 8028—
Product(S)-3-chloro-N-(4-hydroxy-1-(4-(2-(1-(hydroxyimino)ethyl)-1-methyl-1H-imidazol-4-yl)phenyl)butan-2-yl)-4-isopropoxybenzamideHCID 13638860794%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2 (3.7 g, 11.4 mmol) in THF (40 mL) was added dropwise MeMgBr in Et2O (3M, 11.4 ml, 34.2 mmol) at 0° C. The mixture was stirred at 0° C. for 30 min. The solution was quenched by saturated NH4Cl at 0° C. and diluted between EtOAc and H2O. The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated to give 3 (3.0 g, 94%) without further purification. LRMS (M+H+) m/z 279.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07618981B2
Source datasetuspto-grants-2009_11
ORD IDord-f185ec94b20e4529ba92de779da59b05
Source noteuspto-grants-2009_11