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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474026Generated: October 30, 2026

Triphenylphosphine → N-(4-chloro-3-(4-methylpent-3-en-2-yloxy)phenyl)pyrimidin-2-amine

https://huagongshe.com/reaction/1474026

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant4-Methylpent-3-en-2-olHCID 138190—
ReactantDiethyl azodicarboxylateHCID 5462977—
Reactant2-Chloro-5-(pyrimidin-2-ylamino)phenolHCID 59474945—
SolventTetrahydrofuranHCID 8028—
ProductN-(4-chloro-3-(4-methylpent-3-en-2-yloxy)phenyl)pyrimidin-2-amineHCID 8664505017%

Reaction Steps

To a flask was added 2-chloro-5-(pyrimidin-2-ylamino)phenol (50 mg, 0.23 mmol), 4-methylpent-3-en-2-ol (23 mg, 0.23 mmol), Ph3P (59 mg, 0.23 mmol) and THF (0.08 mL). The reaction vessel was lowered into a sonication bath and sonicated for several minutes giving a clear and highly viscous solution. While sonication, DEAD (0.044 mL, 0.23 mmol) was added. After 1 h, the reaction mixture was concentrated in vacuo and the crude product was purified by flash chromatography on silica gel (hexane:EtOAc 7/3) to give the product in 17% yield (12 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018209B2
Source datasetuspto-grants-2015_04
ORD IDord-386f609eef8240f0abaae02365669c25
Source noteuspto-grants-2015_04