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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194366Generated: October 28, 2026

Pyridine → 2-((10S,13S,17R)-17-hydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,10,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate

https://huagongshe.com/reaction/2194366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantHydrocortisone AcetateHCID 5744—
ReactantDimethylformamideHCID 6228—
ReactantMethanesulfonyl chlorideHCID 31297—
SolventMethanolHCID 887—
Product2-((10S,13S,17R)-17-hydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,10,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetateHCID 13037657—

Reaction Conditions

Temperature82.5 °C

Reaction Steps

The title compound can be synthesized from hydrocortisone acetate according to the procedure disclosed in EP 0097328.405 g (1 mol) of hydrocortisone acetate is added to a mixture of 2 liters of N,N-dimethylformamide and 350 ml of pyridine, and with stifling at room temperature, 260 g of methanesulfonyl chloride is added. The reaction mixture is heated, maintained at 80 to 85° C. for 1 hour, and then cooled to room temperature. Methanol (7 liters) is added. The precipitated crystals are separated by filtration, washed with methanol and water, and dried under reduced pressure to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334279B2
Source datasetuspto-grants-2012_12
ORD IDord-d1def65c7d8e47c298d90a3467d86c1e
Source noteuspto-grants-2012_12