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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1519241Generated: November 4, 2026

Triphenylphosphine → HCID 54575340, compound

https://huagongshe.com/reaction/1519241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1H-Indazol-5-olHCID 101438—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantHCID 71184222HCID 71184222—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54575340HCID 54575340—

Reaction Steps

To a solution of {5-[(5-chloropyridin-2-yl)sulfanyl]-2-(4-fluorophenyl)-1,3-oxazol-4-yl}methanol (intermediate B1.1, 0.12 g, 0.36 mmol) in THF (3 ml) was added 1H-indazole-5-ol (0.1 g, 0.71 mmol), Ph3P (0.19 g, 0.71 mmol) and DIAD (0.14 ml, 0.71 mmol). The reaction was stirred at rt for 3 h, concentrated and purified by flash chromatography (silica, 30-60% EtOAc/hexanes) to give 5-({5-[(5-chloropyridin-2-yl)sulfanyl]-2-(4-fluorophenyl)-1,3-oxazol-4-yl}methoxy)-1H-indazole as white solid. 1H NMR (400 MHz, CDCl3) δ 9.95 (s, 1H), 8.32 (d, J=2.5 Hz, 1H), 8.10 (m, 2H), 7.89 (s, 1H), 7.32 (m, 2H), 7.23 (d, J=2.2 Hz, 1H), 7.15 (t, J=8.6 Hz, 2H), 7.09 (m, 1H), 5.17 (s, 2H); HRMS exact mass talc for C22H14ClFN4O2S [M+H]+: 453.0583; observed: 453.0584.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073879B2
Source datasetuspto-grants-2015_07
ORD IDord-4d283ddd4dbf47ab9a705702d84a6eac
Source noteuspto-grants-2015_07