Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773341Generated: November 1, 2026

Sodium Carbonate → HCID 118483133, compound

https://huagongshe.com/reaction/1773341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(4-Cyano-3-fluorophenyl)boronic acidHCID 2783130—
ReactantHCID 118483118HCID 118483118—
SolventAcetonitrileHCID 6342—
ProductHCID 118483133HCID 11848313371%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of [1-(4-chloro-1-ethyl-6-oxo-1,6-dihydro-pyrimidin-2-yl)-piperidin-4-yl]-carbamic acid tert-butyl ester (210 mg, 0.59 mmol) in CH3CN (10 mL), 3-fluoro-4-cyanophenylboronic acid (126 mg, 0.77 mmol), Pd(PPh)4 (14 mg, 0.012 mmol) and 0.4 M Na2CO3 (4.5 mL, 1.77 mmol) was stirred at 90° C. overnight under N2 atmosphere. The organic was concentrated in vacuo, and the aqueous extracted with DCM (2×). The combined organics were washed with brine, dried (Na2SO4) and concentrated. The residue was purified by silica chromatography (1:2, EA:PE) to give 185 mg (64%) of the title compound as a yellow solid. [M+H] Calc'd for C23H28FN5O3, 442. Found, 442.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255097B2
Source datasetuspto-grants-2016_02
ORD IDord-53286e3e7774493e8e23c902dca3e0a9
Source noteuspto-grants-2016_02