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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475444Generated: October 30, 2026

Piconol → HCID 58505427, compound

https://huagongshe.com/reaction/475444

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiconolHCID 11474—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantHCID 58505366HCID 58505366—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58505427HCID 5850542734.2%

Reaction Steps

To a solution of 5-(5-hydroxy-pyridin-2-yl)-furan-2-carboxylic acid ((S)-cyclohexyl-methylcarbamoyl-methyl)-amide (170 mg, 0.47 mmol.), 2-pyridine methanol (103 mg, 0.95 mmol) and PPh3 (supported on polystyrene resin, 320 mg 0.95 mmol) in THF (2 mL) is added DIAD (0.18 mL, 0.95 mmol) dropwise at 0° C. under argon. The mixture is allowed to warm to room temperature, stirred for 19 hours, diluted with THF, and filtered through celite. The filtrate is evaporated in vacuo, and the crude material is purified on reverse phase HPLC to yield a white solid 72 mg, 34%, LC/MS ESI m/z (M+H)+=449.7.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637550B2
Source datasetuspto-grants-2014_01
ORD IDord-3597152752b449f89f4f7b67db56fd9c
Source noteuspto-grants-2014_01