HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15075Generated: October 26, 2026
Dimethylformamide → 1-(4-{2-[(3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-pyrrolidinyl]ethoxy]phenyl}-4-[(5-chloro-2-pyridinyl)methoxy]-1H-pyridin-2-one
https://huagongshe.com/reaction/15075
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Pyrrolidine, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (3S)- | HCID 15385422 | — |
| Reactant | 1-[4-(2-bromoethoxy)phenyl]-4-[(5-chloro-2-pyridinyl)-methoxy]-1H-pyridin-2-one | HCID 68431096 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(4-{2-[(3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-pyrrolidinyl]ethoxy]phenyl}-4-[(5-chloro-2-pyridinyl)methoxy]-1H-pyridin-2-one | HCID 68430721 | 72.1% |
Reaction Steps
A mixture of 1-[4(2-bromoethoxy)phenyl]-4-[(5-chloro-2-pyridinyl)methoxy]-1H-pyridin-2-one (300.7 mg, 0.69 mmol), (3S)-3-{[tert-butyl(dimethyl)silyl]oxy}pyrrolidine (417 mg, 2.1 mmols), ethyl (diisopropyl)amine (0.132 mL, 0.76 mmol) and DMF (3.5 mL) was stirred at 60° C. for 14 hours. Adding water, the reaction liquid was filtered. Thus obtained crude title compound was purified on silica gel column chromatography (KP-Sil FLASH 25+M, chloroform:methanol=1:0→10:1) to provide the title compound (276.6 mg, 72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07732456B2 |
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| Source dataset | uspto-grants-2010_06 |
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| ORD ID | ord-c1651b44d65c497cb22f6440b4333419 |
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| Source note | uspto-grants-2010_06 |
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