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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Boc-9-oxa-3,7-diazabicyclo[3.3.1]nonaneHCID 18540412—
Reactant1-(3-Chloropropionyl)-2,3-dihydro-1H-indole-5-carbonitrileHCID 68521888—
SolventAcetonitrileHCID 6342—
Producttert-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-carboxylateHCID 86625992—

Reaction Conditions

Temperature60 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07648985B2
Source datasetuspto-grants-2010_01
ORD IDord-65be18fa3d8140c38925fe3def121aa7
Source noteuspto-grants-2010_01