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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642409Generated: October 31, 2026

Ethanol → HCID 66753266, compound

https://huagongshe.com/reaction/1642409

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
Reactant4-(2-Methyl-4-oxo-4H-pyrimido[2,1-b][1,3]benzothiazol-3-yl)benzonitrileHCID 66752654—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 66753266HCID 66753266107.8%

Reaction Steps

The title compound was prepared by treatment of Step 2 intermediate, Intermediate 22 (2.0 g, 5.845 mmol) with 4-trifluoromethylphenylboronic acid (1.50 g, 8.18 mmol) in the presence of Pd[(C6H5)3P]4 (270 mg, 0.233 mmol) and sodium carbonate (3.71 g, 35.07 mmol) in a mixture of toluene, ethanol and water to afford 2.27 g of the desired product as an off-white solid; 1H NMR (300 MHz, DMSO-d6) δ 2.30 (s, 3H), 7.42-7.48 (m, 2H), 7.65-7.67 (m, 2H), 8.00-8.03 (m, 2H), 8.86-8.88 (m, 2H); ESI-MS (m/z) 361.32 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119647B2
Source datasetuspto-grants-2012_02
ORD IDord-bcd107232b5a426dbaa90f834bb062f2
Source noteuspto-grants-2012_02