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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58015Generated: October 29, 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/58015

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 numberUS09434758B2
Source datasetuspto-grants-2016_09
ORD IDord-a25ee7f6fb8a490a9993942bd0b23326
Source noteuspto-grants-2016_09