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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967834Generated: November 2, 2026

Water → HCID 23144485, compound

https://huagongshe.com/reaction/1967834

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Furancarbonyl chlorideHCID 68242—
Reactant2-Amino-4-(2-furyl)-5-(tetrahydropyran-4-ylcarbonyl)thiazoleHCID 86612468—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventPyridineHCID 1049—
ProductHCID 23144485HCID 2314448566%

Reaction Conditions

Temperature50 °C

Reaction Steps

Compound 454 (556 mg, 2.00 mmol) and DMAP (24.4 mg, 0.200 mmol) were suspended in pyridine (8 mL), and 2-furoyl chloride (0.394 mL, 4.00 mmol) was added thereto, followed by stirring at 50° C. for 2 hours. The reaction mixture was poured into water, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. The resulting residue was purified through silica gel column chromatography (chloroform:methanol=19:1), followed by recrystallizing from ethanol to afford the entitled Compound 511 (491 mg, 66%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420827B2
Source datasetuspto-grants-2013_04
ORD IDord-5b663e30c3d348fc9e454e6f86c0990b
Source noteuspto-grants-2013_04