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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514501Generated: October 28, 2026

Triphenylphosphine → Methyl 2-[5-[(4-cyano-2-methylphenyl)methoxy]pyrazol-1-yl]pyridine-4-carboxylate

https://huagongshe.com/reaction/514501

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant4-(Hydroxymethyl)-3-methylbenzonitrileHCID 18327896—
ReactantHCID 178498428HCID 178498428—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-[5-[(4-cyano-2-methylphenyl)methoxy]pyrazol-1-yl]pyridine-4-carboxylateHCID 8672561863%

Reaction Steps

To a mixture of methyl 2-(5-hydroxypyrazol-1-yl)pyridine-4-carboxylate (PREPARATION 6, 112 mg, 0.51 mmol), 4-(hydroxymethyl)-3-methylbenzonitrile (83 mg, 0.56 mmol), PPh3 (268 mg, 1.02 mmol) and THF (6 mL) cooled in ice-water bath, DIAD (207 mg, 1.02 mmol) was added. The mixture was stirred overnight at room temperature. It was then concentrated and purified by flash column chromatograph to give 112 mg of the title compound (63%). [M+H] Calc'd for C19H16N4O3, 349. Found, 349.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09107916B2
Source datasetuspto-grants-2015_08
ORD IDord-0050053525104227a48943d60bb3bacd
Source noteuspto-grants-2015_08