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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469392Generated: November 1, 2026

Sodium Carbonate → HCID 89485810, compound

https://huagongshe.com/reaction/1469392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
ReactantHCID 89485888HCID 89485888—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 89485810HCID 89485810—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate (2.75 g, 8.90 mmol), 2-[5-bromo-2-(4-fluorophenyl)-1,3-oxazol-4-yl]pyridine (1.9 g, 5.94 mmol), Pd(PPh3)4 (0.343 g, 0.297 mmol) and sodium carbonate (11.8 ml, 2 M, 23.74 mmol) in DMF (100 ml) was heated at 120° C. overnight. Then the DMF was removed under reduced pressure, and the resulting residue was purified on a silica gel column (ethyl acetate/hexane) to give the title compound. LC-MS m/e 422.23 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006268B2
Source datasetuspto-grants-2015_04
ORD IDord-685882ff94664c8f8db590383fb66a82
Source noteuspto-grants-2015_04