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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075705Generated: October 30, 2026

Diisopropylethylamine → HCID 67091005, compound

https://huagongshe.com/reaction/2075705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant4-(3-Mercapto-phenyl)-tetrahydro-pyran-4-carbonitrileHCID 18786386—
ReactantHCID 58926503HCID 58926503—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 67091005HCID 67091005—

Reaction Conditions

Temperature130 °C

Reaction Steps

7a (108 mg, 0.32 mmol) and 4-(3-mercapto-phenyl)-tetrahydro-pyran-4-carbonitrile (7b, 86 mg, 0.38 mmol) were dissolved in NMP (3.2 mL) and degassed with N2 for 20 minutes. iPr2NEt (0.12 mL, 0.70 mmol) was added, followed by Pd2dba3 (15 mg, 0.02 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (19 mg, 0.03 mmol). The reaction was sealed and heated overnight at 130° C., and then cooled to room temperature and diluted with EtOAc and water. The organic layer was washed with water and brine, dried over MgSO4, filtered, and concentrated. The residue was purified by silica gel chromatography (25-100% EtOAc in hexanes, followed by 10% MeOH in EtOAc) to give the desired product, 7c.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919621B2
Source datasetuspto-grants-2011_04
ORD IDord-9edc254ab581479f8d75e319ab33c8fc
Source noteuspto-grants-2011_04