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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642378Generated: November 2, 2026

Ethanol → HCID 66752927, compound

https://huagongshe.com/reaction/1642378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant4-Cyanophenylboronic acidHCID 2734326—
Reactant6-(3,5-Difluorophenyl)-7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-oneHCID 66753471—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 66752927HCID 66752927—

Reaction Steps

This compound was prepared from Step 2 intermediate (10 g, 34.234 mmol), 4-cyanophenylboronic acid (6.5 g, 44.235 mmol), Pd[(C6H5)3P]4 (1.62 g, 1.401 mmol) and Na2CO3 (21.7 g, 2.051 mmol) in a mixture of toluene (250 ml), ethanol (150 ml) and water (100 ml) according to the procedure described in Intermediate 3, Step 3 to afford a crude product which was purified by silica gel column chromatography using 10% ethyl acetate in chloroform to give 5 g of the product as a light yellow solid; 1H NMR (300 MHz, DMSO-d6) δ 2.19 (s, 3H), 7.53 (d, J=7.8 Hz, 3H), 7.88 (d, J=7.8 Hz, 2H) 8.02 (d, J=4.8 Hz, 1H); ESI-MS (m/z) 265.31 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119647B2
Source datasetuspto-grants-2012_02
ORD IDord-c643c71fa6934db1827696fe5280bbaa
Source noteuspto-grants-2012_02