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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964794Generated: October 31, 2026

Diisopropylethylamine → HCID 72628750, compound

https://huagongshe.com/reaction/1964794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantMethanone, (6-chloro-3-pyridinyl)phenyl-HCID 3061713—
SolventEthanolHCID 702—
ProductHCID 72628750HCID 7262875089%

Reaction Steps

The ketone issued from the precedent step (XIX*), e.g., (6-chloropyridin-3-yl)(phenyl)methanone (435 mg, 2 mmol), was dissolved in EtOH (40 mL). DIEA (1.027 mL, 6 mmol) and hydroxylamine hydrochloride (417 mg; 6 mmol) were added. The mixture was heated under reflux overnight. The solvents were removed. The resulting crude mixture was dissolved in ethyl acetate (40 mL) and was washed with three portions of water. The organic layer was dried over magnesium sulfate, filtrated and evaporated to give the desired product (XXXXIII*), e.g., (6-chloropyridin-3-yl)(phenyl)methanone oxime (413 mg, 89% yield). It was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415480B2
Source datasetuspto-grants-2013_04
ORD IDord-2edc374d2deb44d1b20dfc9f3753b0fa
Source noteuspto-grants-2013_04