Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2053444Generated: November 2, 2026

Ethanol → HCID 135457858, compound

https://huagongshe.com/reaction/2053444

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 135537661HCID 135537661—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 135457858HCID 135457858—

Reaction Conditions

Temperature80 °C

Reaction Steps

A flask was charged with 6-bromo-3-(3-methyl-isoxazol-5-yl)-4-phenyl-1H-quinolin-2-one (25 mg, 0.066 mmol)(Example 39), phenyl boronic acid (12 mg, 0.098 mmol), Pd(PPh3)4 (7 mg, 10 mol %), 2 M Na2CO3 (0.25 mL), EtOH (0.25 mL), and toluene (0.5 mL) and heated for 2 hrs at 80° C. The reaction was diluted with EtAc (10 mL) and washed with brine (2×10 mL). The organic layer was concentrated and the title product (12 mg, 50%) eluted from a 5 g SPE with 50% EtAc/hex. 1H NMR (400 MHz, CDCl3) δ 11.42 (s, 1H), 7.82 (dd, 1H), 7.20 (m, 12H), 6.52 (s, 1H), 2.24 (s, 3H). Mass spectrum (ESI, m/z) calcd. for C25H18N2O2 378.1, found 379.1 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07326788B2
Source datasetuspto-grants-2008_02
ORD IDord-09ac319e5c8e46c286be1da36e0cdc49
Source noteuspto-grants-2008_02