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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 537050Generated: October 30, 2026

Lithium Chloride → HCID 56839569, compound

https://huagongshe.com/reaction/537050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium ChlorideHCID 433294—
ReactantHCID 66747440HCID 66747440—
ReactantHCID 66749598HCID 66749598—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 56839569HCID 5683956964.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-(2-chlorophenyl)-2-iodo-1,3-oxazole-4-carboxamide (0.051 g, 0.14 mmol), N-[5-methyl-4-(trimethylstannyl)pyridine-2-yl]cyclopropanecarboxamide (0.064 g, 0.19 mmol), tetrakis(triphenylphosphine)palladium(0) (0.008 g, 0.007 mmol), copper(I) iodide (0.008 g, 0.043 mmol), and lithium chloride (0.018 g, 0.43 mmol) in 1,4-dioxane (1.5 mL) was degassed with argon three times and then allowed to stir at 100° C. under an atmosphere of argon for 5 h. The reaction mixture was filtered while hot and the filtrate was concentrated. The residue was purified by column chromatography to give 5-(2-chlorophenyl)-2-{2-[(cyclopropylcarbonyl)amino]-5-methylpyridin-4-yl}-1,3-oxazole-4-carboxamide (Compound I-86) (0.036 g, 62%). LCMS (AA): m/z=397 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859768B2
Source datasetuspto-grants-2014_10
ORD IDord-d3763c52c19d4263bd89c7a8d8f3efea
Source noteuspto-grants-2014_10