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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1172936Generated: November 2, 2026

Triphenylphosphine → (4-(3-(3-Chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenyl)methanamine

https://huagongshe.com/reaction/1172936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant5-(4-(Azidomethyl)phenyl)-3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazoleHCID 59556596—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product(4-(3-(3-Chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenyl)methanamineHCID 5324766065.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 5-(4-(azidomethyl)phenyl)-3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazole (0.066 g, 0.178 mmol) in THF (3.40 ml) and water (0.170 ml) was added polymer-supported triphenylphosphine (0.237 g, 0.711 mmol). After about 2 h the reaction mixture was heated to about 60° C. After about 1 h the reaction mixture was cooled to room temperature, filtered, concentrated in vacuo and purified by chromatography on silica gel (eluting with MeOH:DCM) to provide (4-(3-(3-chloro-4-isopropoxyphenyl)-1,2,4-oxadiazol-5-yl)phenyl)methanamine (40 mg, 64%) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834039B2
Source datasetuspto-grants-2010_11
ORD IDord-01a683ec8b7d408ba5608bb835e7ba54
Source noteuspto-grants-2010_11