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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878323Generated: November 1, 2026

Triphenylphosphine → HCID 70663306, compound

https://huagongshe.com/reaction/878323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantPotassium FluorideHCID 522689—
ReactantHCID 70663214HCID 70663214—
ReactantN-[4-(4,5-Difluoro-2-methoxy-phenyl)-pyridin-3-yl]-N-(2-methanesulfonyl-ethyl)-2,6-bis-trifluoromethyl-isonicotinamideHCID 86670771—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 70663306HCID 7066330670%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of (4-iodo-pyridin-3-yl)-methyl-amine (100 mg, 0.43 mmol, example 98, intermediate b) in THF (3 mL) and water (1.5 mL) were added 2,4-difluoro-5-methoxyphenyl-boronic acid (231 mg, 0.85 mmol) and potassium fluoride (50 mg, 0.85 mmol) and the reaction mixture was purged with argon for 15 min. Then Pd2(dba)3 (78 mg, 0.09 mmol) and triphenyl phosphine (22 mg, 0.09 mmol) were added to the reaction mixture and the reaction mixture was stirred at 120° C. for 45 min in a microwave oven. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography eluting with a gradient of n-hexane:EtOAc (80:20 to 50:50) to give the desired compound as a yellow liquid (75 mg, 70%). MS (ESI): m/z=251.4 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987307B2
Source datasetuspto-grants-2015_03
ORD IDord-7145bc63587b45b584aabc7f9a935155
Source noteuspto-grants-2015_03