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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217173Generated: October 30, 2026

Methanol → HCID 11652480, compound

https://huagongshe.com/reaction/217173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium ThiosulfateHCID 24477—
ReactantTrimethylsilyl iodideHCID 85247—
ReactantHCID 57659496HCID 57659496—
SolventChloroformHCID 6212—
ProductHCID 11652480HCID 11652480—

Reaction Steps

A stirred solution 4-[5-(4-cyanofuro[3,2-c]pyridin-2-yl)-[1,2,4]oxadiazol-3-ylmethyl]-piperidine-1-carboxylic acid tert-butyl ester (Example 82, 134 mg, 328 μmol) in anhydrous CHCl3 (7 mL) was treated with TMS-I (140 μL, 983 μmol). After 1 h, the reaction was treated with MeOH (3.4 mL), then solid Na2S2O3 was added slowly to remove the yellow colour. The reaction mixture was filtered and the excess Na2S2O3 collected was washed with MeOH (3×1 mL). The combined filtrates were allowed to stand for 1 h, before being purified by column chromatography (MeOH—CH2Cl2, 1:9) to yield the title compound: RT=2.44 min; m/z (ES+)=310.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193359B2
Source datasetuspto-grants-2012_06
ORD IDord-90a554613277402a92efccfa96bf9600
Source noteuspto-grants-2012_06