HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1992341Generated: October 30, 2026
Potassium Carbonate → tert-Butyl 7-[3-oxo-3-(5-cyano-2,3-dihydro-1H-indol-1-yl)propyl]-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate
https://huagongshe.com/reaction/1992341
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Boc-9-oxa-3,7-diazabicyclo[3.3.1]nonane | HCID 18540412 | — |
| Reactant | 1-(3-Chloropropionyl)-2,3-dihydro-1H-indole-5-carbonitrile | HCID 68521888 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | tert-Butyl 7-[3-oxo-3-(5-cyano-2,3-dihydro-1H-indol-1-yl)propyl]-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate | HCID 86625992 | — |
Reaction Steps
1-(3-Chloropropionyl)-2,3-dihydro-1H-indole-5-carbonitrile (3.07 g, 0.031 mol; see step (v) above), 9-oxa-3,7-diaza-bicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester (3 g, 0.031 mol; see WO 01/28992) and potassium carbonate (6.43 g, 0.0465 mol) were taken in dry acetonitrile (30 mL) and stirred at 60° C. overnight under a nitrogen atmosphere. The reaction mixture was filtered and concentrated under reduced pressure to provide a crude product. This product was then purified by column chromatography using methanol in DCM as eluent to yield the sub-title compound as pale yellow solid. Yield: 5 g.
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-65be18fa3d8140c38925fe3def121aa7 |
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| Source note | uspto-grants-2010_01 |
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