HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992366Generated: November 1, 2026
Potassium Carbonate → 7-[2-(4-Cyano-2-fluoro-phenoxy)-ethyl]-9-oxa-3,7-diaza-bicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/1992366
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(2-Bromoethoxy)-3-fluorobenzonitrile | HCID 15978888 | — |
| Reactant | 3-Boc-9-oxa-3,7-diazabicyclo[3.3.1]nonane | HCID 18540412 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-[2-(4-Cyano-2-fluoro-phenoxy)-ethyl]-9-oxa-3,7-diaza-bicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester | HCID 68519074 | 65.8% |
Reaction Steps
A suspension of 4-(2-Bromo-ethoxy)-3-fluoro-benzonitrile (21.6 g, 0.0885 mol, from step (v) above), 9-oxa-3,7-diaza-bicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester (21.1 g, 0.07965 mol; see WO 01/28992) and dry K2CO3 (48.9 g, 0.354 mol) in 200 ml of dry acetonitrile was stirred at 60° C. for five days under N2 atmosphere. The reaction mixture was filtered through celite and filtrate was concentrated under reduced pressure. The residue was purified by column chromatography over silica gel using 27% ethyl acetate in petroleum ether, as eluent to yield the sub-title compound (20.5 g) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07648985B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-e4becfefd4f944aeb1fc3ee09fcd2a88 |
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| Source note | uspto-grants-2010_01 |
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