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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943923Generated: October 26, 2026

Sodium Thiosulfate → HCID 178520051, compound

https://huagongshe.com/reaction/1943923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ThiosulfateHCID 24477—
ReactantTriacetoxyperiodinaneHCID 159087—
Reactantcyclopropyl(1H-pyrazolo[3,4-b]pyridin-3-yl)methanolHCID 178520052—
SolventBicarbonate IonHCID 769—
SolventDichloromethaneHCID 6344—
ProductHCID 178520051HCID 17852005150.5%

Reaction Steps

Cyclopropyl(1H-pyrazolo[3,4-b]pyridin-3-yl)methanol (200 mg, 1.06 mmol) was taken up in DCM (8 mL). Dess-Martin (0.448 g, 1.06 mmol) was added to this solution, which was stirred at room temperature for 10 minutes. A solution of 10% sodium thiosulfate in saturated aqueous bicarbonate was added and resulted in a biphasic solution, which was vigorously stirred for 30 minutes. The organic layers were extracted with DCM (3×10 mL), dried over sodium sulfate and concentrated. Chromatography (EtOAc) afforded cyclopropyl(1H-pyrazolo[3,4-b]pyridin-3-yl)methanone (100 mg, 50.5%) as an oil, which crystallized upon standing.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394795B2
Source datasetuspto-grants-2013_03
ORD IDord-80856d4f76304506a8e205b906e91963
Source noteuspto-grants-2013_03