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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966825Generated: October 26, 2026

Chloroform → ethyl 5-(bromomethyl)-3-[4-(cyclohexylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridin-5-yl]-4,5-dihydroisoxazole-5-carboxylate

https://huagongshe.com/reaction/1966825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
Reactant2-(Bromomethyl)acrylic acid ethyl esterHCID 310620—
ReactantSodium HypochloriteHCID 23665760—
Reactant4-cyclohexylamino-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde oximeHCID 86647599—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Productethyl 5-(bromomethyl)-3-[4-(cyclohexylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridin-5-yl]-4,5-dihydroisoxazole-5-carboxylateHCID 6673263566%

Reaction Steps

4-(Cyclohexylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde oxime (200 mg, 0.0006 mole) (example 8) was taken in dichloromethane: chloroform mixture (10 ml: 5 ml). Ethyl 2-(bromomethyl)acrylate (0.2 ml, 0.00103 mole) was added. Sodium hypochlorite (2.5 ml) was added drop wise. The reaction mixture was stirred overnight. Water was added, the mixture was extracted with chloroform, washed with brine, dried over anhydrous sodium sulphate and concentrated in vacuo. The crude compound obtained was purified by column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420666B2
Source datasetuspto-grants-2013_04
ORD IDord-303416e2845e487a912e17b70c68038f
Source noteuspto-grants-2013_04