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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916358Generated: October 27, 2026

Triethylamine → n-[8-(4-Cyanonaphthalen-1-yl)-8-azabicyclo[3.2.1]oct-3-yl]-2-(ethoxyethoxy)acetamide

https://huagongshe.com/reaction/916358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2-(2-Ethoxyethoxy)acetic acidHCID 192850—
Reactant4-(3-Amino-8-azabicyclo[3.2.1]oct-8-yl)naphthalene-1-carbonitrile, hydrochlorideHCID 131726600—
SolventDimethylformamideHCID 6228—
Productn-[8-(4-Cyanonaphthalen-1-yl)-8-azabicyclo[3.2.1]oct-3-yl]-2-(ethoxyethoxy)acetamideHCID 6922620472%

Reaction Steps

165RL54 (19 mg, 0.13 mmol), O-benzotriazol-1-yl-N,N,N,N-tetramethyluronium tetrafluorophosphate (HBTU, 49 mg, 0.13 mmol), 1-hydroxybenzotriazole (18 mg, 0.13 mmol) and triethylamine (37 PL, 0.26 mmol) were dissolved in DMF (4 mL). 165RL21 (36 mg, 0.13 mmol)) was added and the mixture was shaken at rt for 30 min. The solvent was removed in vacuo and the product was purified by flash chromatography on silica gel using ethyl acetate/methanol (9:1) as eluent, giving the desired compound (38.1 mg, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268232B2
Source datasetuspto-grants-2007_09
ORD IDord-3cc8fde15b634778866eec076746e937
Source noteuspto-grants-2007_09