Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 7alpha-(5-Bromopentyl)-11beta-fluorooestra-1,3,5(10)-triene-3,17beta-diol | HCID 15870664 | — |
| Reactant | N-Methyl-2-(p-tolyl)ethanamine | HCID 22898654 | — |
| Product | HCID 69918825 | HCID 69918825 | — |
Reaction Steps
660 mg of 7α-(5-bromopentyl)-11β-fluorooestra-1,3,5(10)-triene-3,17β-diol are dissolved in 10 ml of N-methylpyrrolidone, treated with 1.2 g of methyl-(2-p-tolylethyl)amine and stirred at a bath temperature of 80° C. for 3 hours. For work-up, the mixture is added to saturated sodium chloride solution, extracted with ethyl acetate, dried over sodium sulphate and concentrated to dryness in vacuo. Column-chromatographic purification on silica gel using an ethyl acetate-methanol-ammonia gradient and subsequent crystallization from ethyl acetate/methylene chloride/hexane yields 277 mg of 11β-fluoro-7α-{5-[methyl-(2-p-tolylethyl)amino]pentyl}oestra-1,3,5(10)-triene-3,17β-diol of melting point 142-143° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06677324B1 |
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| Source dataset | uspto-grants-2004_01 |
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| ORD ID | ord-adf50849842543e4ad189cbc949043ba |
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| Source note | uspto-grants-2004_01 |
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