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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2078332Generated: November 1, 2026

2-Morpholinoethylamine → HCID 178451294, compound

https://huagongshe.com/reaction/2078332

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MorpholinoethylamineHCID 408285—
ReactantSodium t-butoxideHCID 23676156—
Reactant(+/-)-2,2-Bis(diphenylphosphino)-1,1-binaphthylHCID 86595863—
ReactantHCID 178451288HCID 178451288—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 178451294HCID 178451294—

Reaction Conditions

Temperature110 °C

Reaction Steps

Tert-butyl 2-(7-bromo-2-hydroxy-1,1-dimethyl-4-oxo-1,4-dihydronaphthalene-3-carboxamido)acetate (125 mg, 295 μmol, Example 53A-E), palladium acetate (7 mg, 29 μmol), racemic-2,2-bis(diphenylphosphino)-1,1-binaphthyl (18 mg, 29 μmol), and sodium tert-butoxide (42 mg, 442 μmol) were added to toluene (5892 μL) followed by 2-morpholinoethylamine (77 μL, 589 μmol). The reaction was then stirred at 110° C. for 3 hours. The reaction mixture was diluted with 100 mL of EtOAc, washed 2 times with 50 mL of 3 N HCl (aqueous), and separated. The organic layer was dried over sodium sulfate and concentrated to give crude product which was purified via HPLC to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928139B2
Source datasetuspto-grants-2011_04
ORD IDord-a45d08c1f5594e258abf0f3111159b5e
Source noteuspto-grants-2011_04