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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592252Generated: October 30, 2026

Diethyl Malonate → HCID 58447952, compound

https://huagongshe.com/reaction/592252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl MalonateHCID 7761—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
Reactant4-(5-Bromopyridin-2-yl)thiomorpholineHCID 17749962—
Reactantsodium 2-methylpropan-2-olateHCID 178418730—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 58447952HCID 58447952—

Reaction Conditions

Temperature98 °C

Reaction Steps

A mixture of 4-(5-bromopyridin-2-yl)thiomorpholine 219-2 (2.37 g, 9.15 mmol), diethyl malonate (2.04 g, 12.8 mmol), Pd(OAc)2 (102 mg, 0.46 mmol), biphenyl-2-yl-di-tert-butylphosphine (270 mg, 0.9 mmol) and t-BuONa (1.76 g, 18.3 mmol) in toluene (45 ml) was stirred under argon at 98° C. for 1 hour. After cooled to room temperature, the mixture was filtered through celite and washed with ethyl acetate. The filtrate was evaporated and the residue was subjected to silica gel column chromatography to give diethyl 2-(6-thiomorpholinopyridin-3-yl)malonate 219-3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238646B2
Source datasetuspto-grants-2016_01
ORD IDord-d6262110b13f4d77863b27e4a8985fe4
Source noteuspto-grants-2016_01