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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642380Generated: November 1, 2026

Ethanol → HCID 66753116, compound

https://huagongshe.com/reaction/1642380

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant3-(Trifluoromethyl)phenylboronic acidHCID 2734388—
Reactant6-(3,5-Difluorophenyl)-7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-oneHCID 66753471—
CatalystHCID 66752927HCID 66752927—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 66753116HCID 66753116—

Reaction Steps

The title compound was prepared by coupling reaction of Step 2 intermediate from Intermediate 4 (600 mg, 2.001 mmol) with 3-(trifluoromethyl)phenyl boronic acid (585 g, 3.020 mmol) in the presence of Pd[(C6H5)3P]4 (92 mg, 0.0812 mmol) and sodium carbonate (1.27 g, 12.061 mol) in a mixture of toluene, ethanol and water according to the procedure described in Intermediate 3, step 3 1.21 g yielded 18.5 g of the desired compound as a light yellow solid; 1H NMR (300 MHz, DMSO-d6) δ 2.18 (s, 3H), 7.53-7.59 (m, 4H), 7.58-7.80 (m, 1H), 8.01 (d, J=4.8 Hz, 1H); ESI-MS (m/z) 311.28 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119647B2
Source datasetuspto-grants-2012_02
ORD IDord-95ffdbaeb2714f8985abd56a3a60dcb0
Source noteuspto-grants-2012_02