Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710582Generated: October 29, 2026

Triphenylarsine → HCID 67378027, compound

https://huagongshe.com/reaction/710582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylarsineHCID 11773—
ReactantN,N-bis-BOC-3,5-difluoro-4-iodopyridin-2-amineHCID 67366299—
ReactantHCID 67378363HCID 67378363—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 67378027HCID 67378027—

Reaction Conditions

Temperature60 °C

Reaction Steps

A tube was charged 3-(tributylstannyl)-7-(ethylamino)-1-methyl-1,6-naphthyridin-2(1H)-one (48 mg, 0.1 mmol), N,N-bis-BOC-3,5-difluoro-4-iodopyridin-2-amine (54 mg, 0.12 mmol), Ph3As (25 mg, 0.08 mmol), CuI (7.5 mg, 0.04 mmol) and Pd2(dba)3 (9 mg, 0.01 mmol). The tube was degassed and refilled with nitrogen gas. DMF (10 mL) was added, and then the tube was sealed and heated at 60° C. for 48 h. Aqueous sodium bicarbonate solution was added, and the mixture was extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over sodium sulfate, filtered, and concentrated. The residue was chromatographed on silica gel (70% ethyl acetate in hexanes eluant) to provide the title compound. MS (m/z) 533.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181238B2
Source datasetuspto-grants-2015_11
ORD IDord-dcf75afb07bd454090facc841b439dc7
Source noteuspto-grants-2015_11