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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358870Generated: October 27, 2026

2-Pyridinemethanethiol → 11beta-[4-[5-[(2-Pyridinylmethyl)thio]pentyloxy]phenyl]estra-1,3,5(10)-triene-3,17beta-diol

https://huagongshe.com/reaction/1358870

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-PyridinemethanethiolHCID 256071—
ReactantSodium MethoxideHCID 10942334—
Reactant11beta-[4-[(5-Chloro-pentyl)oxy]phenyl]estra-1,3,5(10)-triene-3,17beta-diolHCID 70019292—
SolventMethanolHCID 887—
Product11beta-[4-[5-[(2-Pyridinylmethyl)thio]pentyloxy]phenyl]estra-1,3,5(10)-triene-3,17beta-diolHCID 70019189—

Reaction Steps

A solution containing 0.17 cm3 of 2-pyridine methanethiol, 81 mg of sodium methylate, 234 mg of the product obtained in Stage D of Example 3 and 4 cm3 of methanol is heated for 3 hours under reflux. The methanol is distilled off, the residue is taken up with ethyl acetate, washed with water, dried and brought to dryness under reduced pressure. 360 mg of residue is collected which is chromatographed on silica (eluant ethyl acetate-essence G 8/2) and in this way 280 mg of expected product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06596885B2
Source datasetuspto-grants-2003_07
ORD IDord-8a1d450fb51d4ea09f334cea7630d4cf
Source noteuspto-grants-2003_07