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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1082167Generated: November 1, 2026

Pyridine → HCID 54138143, compound

https://huagongshe.com/reaction/1082167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantEthyl AcetateHCID 8857—
ReactantTrifluoroacetic anhydrideHCID 9845—
ReactantHCID 54563454HCID 54563454—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 54138143HCID 5413814336.7%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of 60 mg of the product of Example 68 in 1.2 ml of dioxane were added at 0° C. 36 mg of pyridine and 95 mg of trifluoroacetic acid anhydride. The mixture was allowed to warm to 20° C. within 5 min and stirring was continued for 15 min at 20° C. Ethyl acetate was added and the mixture Was washed successively with 1N hydrochloric acid, 5% sodium carbonate solution and brine. The organic layer was dried over sodium sulfate and the solvent was evaporated in vacuo. The solid residue was purified by chromatography on silica gel using hexane/ethyl acetate (1:2, v/v) as eluent, to yield 21 mg of (R)-4-cyano-16-hydroxy-14-methoxy-13-methyl-1,3,4,5,6,7,8,9,10,12-decahydro-11,2,5-benzoxathiaazacyclotetradecin-6,12-dione as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05589473
Source datasetuspto-grants-1996_12
ORD IDord-d923f7d2c2624aeda50f856d6ab9f61f
Source noteuspto-grants-1996_12