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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696259Generated: October 31, 2026

Sodium Thiosulfate → HCID 67278159, compound

https://huagongshe.com/reaction/1696259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ThiosulfateHCID 24477—
ReactantTrimethylsilyl iodideHCID 85247—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67278550HCID 67278550—
SolventAcetonitrileHCID 6342—
ProductHCID 67278159HCID 67278159162.8%

Reaction Steps

To a solution of ethyl 1-[(1S,2R)-2-methoxycyclohexyl]-3,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2(1H)-one (10 mg) in acetonitrile (0.38 mL) was added iodo(trimethyl)silane (0.025 mL) at 5° C. and the mixture was stirred at ambient temperature for 2 hours and further stirred at 60° C. for 2 hours. The mixture was cooled to 4° C. To the mixture were added saturated disodium thiosulfate aqueous solution and saturated aqueous sodium hydrogencarbonate and extracted with chloroform. The organic layer was separated and the aqueous layer was extracted with chloroform. The combined organic layers were dried over anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by preparative Thin layer chromatography (chloroform:methanol=10:1) to give 1-[(1S,2R)-2-hydroxycyclohexyl]-3,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2(1H)-one (14.1 mg) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163767B2
Source datasetuspto-grants-2012_04
ORD IDord-e03977f578da4811bf32de5415a13dee
Source noteuspto-grants-2012_04