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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634360Generated: October 30, 2026

Cesium carbonate → tert-Butyl 4-(3-(1-hydroxyethyl)-1-oxo-1H-isochromen-4-yl)-5,6-dihydro-pyridine-1(2H)-carboxylate

https://huagongshe.com/reaction/634360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
Reactant4-Bromo-3-(1-hydroxyethyl)-1H-isochromen-1-oneHCID 118131255—
CatalystHCID 178418397HCID 178418397—
Producttert-Butyl 4-(3-(1-hydroxyethyl)-1-oxo-1H-isochromen-4-yl)-5,6-dihydro-pyridine-1(2H)-carboxylateHCID 11813144818%

Reaction Steps

The title compound was made in a similar way as that of the intermediate B1 using 4-bromo-3-(1-hydroxyethyl)-1H-isochromen-1-one (intermediate A2, 0.55 g, 2.04 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (0.79 g, 2.55 mmol), Pd(PPh3)4 (118 mg, 0.102 mmol) and Cs2CO3 (1.0 g, 3.27 mmol) to afford the title compound (0.135 g, 18%) as a yellowish oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321776B2
Source datasetuspto-grants-2016_04
ORD IDord-f71650ef3b3d4f299e53659dcb1c8b5b
Source noteuspto-grants-2016_04