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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2400330Generated: October 31, 2026

Triphenylphosphine → HCID 67027251, compound

https://huagongshe.com/reaction/2400330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant4-BromopyrazoleHCID 16375—
Reactant1-Boc-3-hydroxypiperidineHCID 545699—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67027251HCID 6702725188.4%

Reaction Steps

DIAD (1.18 ml, 6.0 ml) was added dropwise to a solution of 4-bromopyrazole (0.74 g, 5.0 mmol), 3-hydroxy-1-tert-butoxycarbonylpiperidine (1.00 g, 5.0 mmol) and triphenylphosphine (1.57 g, 6.0 mmol) in THF (50 ml) at 0° C. The mixture was allowed to warm to room temperature and stirred overnight. The reaction was partitioned between water and ethyl acetate. The organic fractions were washed with water and brine, dried (MgSO4), filtered and concentrated under reduced pressure. The residue was purified by column chromatography (50% EtOAc/Petrol) to give the product (1.46 g). MS: [M+H]+=332.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796244B2
Source datasetuspto-grants-2014_08
ORD IDord-590f735b0ffb49c2bcdc00d6e3c22b6e
Source noteuspto-grants-2014_08