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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511865Generated: October 31, 2026

Phenol → HCID 68453212, compound

https://huagongshe.com/reaction/511865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantTriphenylphosphineHCID 11776—
ReactantDi-tert-butyl azodicarboxylateHCID 97268—
ReactantHCID 68452647HCID 68452647—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68453212HCID 6845321233%

Reaction Steps

To a mixture of (1S*,2S*)-2-(hydroxymethyl)-N-((R)-1-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)ethyl)cy clopropanecarboxamide (30 mg, 0.094 mmol) and phenol (16.0 mg, 0.17 mmol) in tetrahydrofuran (1 mL), triphenylphosphine (45 mg, 0.17 mmol) and di-tert-butyl azodicarboxylate (28.2 mg, 0.12 mmol) were added successively. After stirring at room temperature for 1 day, the mixture was poured into water, and the aqueous layer was extracted with dichloromethane three times. The combined organic layers were dried over sodium sulfate and concentrated in vacuo. The residue was purified by preparative LC-MS to give 12.1 mg (33% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09101616B2
Source datasetuspto-grants-2015_08
ORD IDord-ad07e248dc8e4dcb9ff829a1198f7a02
Source noteuspto-grants-2015_08