HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1176573Generated: October 31, 2026
Water → N-{2-[4-Fluoro-2-(2-{4-[(1-phenylpyrrolidin-3(S)-yloxy)phenyl]piperidin-3-yloxy}ethoxy)phenyl]ethyl}acetamide
https://huagongshe.com/reaction/1176573
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 68504580 | HCID 68504580 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-{2-[4-Fluoro-2-(2-{4-[(1-phenylpyrrolidin-3(S)-yloxy)phenyl]piperidin-3-yloxy}ethoxy)phenyl]ethyl}acetamide | HCID 68497210 | — |
Reaction Steps
Analogously to Method A, 2.90 g of tert-butyl 3-{2-[2-(2-acetylaminoethyl)-5-fluorophenoxy]ethoxy}-4-(4-hydroxyphenyl)piperidine-1-carboxylate (Example 223) are reacted. The resulting crude product is subsequently taken up in 50 ml each of ethyl acetate and saturated aqueous sodium hydrogencarbonate solution. The reaction mixture is cooled in an ice bath and admixed with 1.00 ml of benzyl chloroformate and subsequently stirred at 0° C. for a further 30 minutes. The reaction mixture is admixed with 300 ml of water and extracted with ethyl acetate (2×250 ml). The combined organic phases are dried over sodium sulphate, filtered and concentrated by evaporation. The title compound is used further as the crude product. Rf=0.30 (EtOAc); Rt=4.33
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07842688B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-bee6f5bfe740466bbbdc6de1f9207295 |
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| Source note | uspto-grants-2010_11 |
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